US4895946A
Expired / Lapsed
US
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Process for the preparation of fused pyridine compounds
Assignee: Princeton University
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Filing: 1988-04-25
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Granted: 1990-01-23
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Expires: 2008-04-25
Abstract
Abstract Pyrido[2,3-d]pyrimidine compounds are prepared through the reaction of 2,4-diamino-6(1H)-pyrimidone and an activated derivative of a dialdehyde. A typical embodiment utilizes the dinitrile.
Inventors
- 👤 Edward C. Taylor
- 👤 Philip M. Harrington
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 00:53
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P29/00; A61P31/00; A61P35/00; A61P35/02; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
153 words
A process for the preparation of a compound of the formula: ##STR12## wherein: R 1 is --NHCH(COOR 2 )CH 2 CH 2 COOR 3 , or OR 2 in which each of R 2 and R 3 is hydrogen or a carboxylic acid protecting group; and n has a value of from 1 to 3; which comprises allowing 2,4-diamino-61H)-pyrimidinone to react in an inert organic solvent with a compound of the formula: ##STR13## in which R 1 and n are as herein defined; R 5 is --OR 8 or ##STR14## each of R 6 and R 7 , independently of the other, is a strong electron withdrawing group; and each of R 8 and R 9 , independently of the other, is hydrogen or alkyl of 1 to 6 carbon atoms, or R 8 and R 9 , together with the nitrogen atom to which they are attached, are pyrrolidino, morpholino, or piperidino.
Claim 2
Dependent Claim
153 words
A process for the preparation of a compound of the formula: ##STR12## wherein: R 1 is --NHCH(COOR 2 )CH 2 CH 2 COOR 3 , or OR 2 in which each of R 2 and R 3 is hydrogen or a carboxylic acid protecting group; and n has a value of from 1 to 3; which comprises allowing 2,4-diamino-61H)-pyrimidinone to react in an inert organic solvent with a compound of the formula: ##STR13## in which R 1 and n are as herein defined; R 5 is --OR 8 or ##STR14## each of R 6 and R 7 , independently of the other, is a strong electron withdrawing group; and each of R 8 and R 9 , independently of the other, is hydrogen or alkyl of 1 to 6 carbon atoms, or R 8 and R 9 , together with the nitrogen atom to which they are attached, are pyrrolidino, morpholino, or piperidino.
Claim 3
Dependent Claim
14 words
The process according to claim 1 in which R 5 is methoxy or ethoxy.
Claim 4
Dependent Claim
12 words
The process according to claim 1 in which R 5 is hydroxy.
Claim 5
Dependent Claim
84 words
The process according to claim 1 in which each of R 6 and R 7 is independently selected from the group consisting of cyano, nitro, formyl, carboxy, S(O) x R 10 , COR 10 , and COOR 10 , in which x is 0, 1 or 2, and each R 10 is a monovalent inert hydrocarbon group, or when both R 6 and R 7 are an R 10 -containing group, R 6 and R 7 together are a single divalent inert hydrocarbon group.
Claim 6
Dependent Claim
16 words
The process according to claim 4 wherein each of R 6 and R 7 is cyano.
Claim 7
Dependent Claim
23 words
The process according to claim 1 wherein R 1 is --OR 2 and R 2 is alkyl of 1 to 6 carbon atoms.
Claim 8
Dependent Claim
29 words
The process according to claim 1 wherein R 1 is --NHCH(COOR 2 )CH 2 CH 2 COOR 3 and R 3 is alkyl of 1 to 6 carbon atoms.
Claim 9
Dependent Claim
10 words
The process according to claim 1 wherein n is 2.
References Cited (Backward Citations)
US3288792A
Cited
US4372957A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1993-01-22 | 1993-07-24 | 1994-01-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-22 | 1997-07-24 | 1998-01-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-22 | 2001-07-24 | 2002-01-23 | $7700.00 | Window Closed / Lapsed |