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US4351939A
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Spiro-quaternary ammonium halides and N-(2-pyrimidinyl)piperazinylalkylazaspiroalkanedione process
Assignee: Mead Johnson and Co LLC
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Filing: 1980-10-16
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Granted: 1982-09-28
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Expires: 2000-10-16
Abstract
Abstract Novel spiro-quaternary ammonium halides are disclosed. The new compounds are particularly valuable as intermediates in preparation of N-(2-pyrimidinyl)piperazinylalkyl derivatives of azaspiroalkanediones such as the psychopharmacologic agent 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione.
Inventors
- 👤 Jack C. Simms, deceased
- 👤 Administrator Old National Bank In Evansville
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 10:57
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/10; C07D487/00; C07D487/02; C07D487/10
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
81 words
A process for the preparation of an N-(2-pyrimidinyl)-piperazinylalkylazaspiroalkanedione of Formula IV ##STR16## wherein n is equal to 1 or 2 and t is equal to 4 or 5 which comprises condensing a spiro-quaternary ammonium halide compound of formula I ##STR17## wherein n is equal to 1 or 2 and X is chlorine, bromine, or iodine with a spiro-substituted glutarimide of Formula V ##STR18## wherein t is 4 or 5 in a liquid reaction medium in the presence of a strong base.
Claim 2
Dependent Claim
81 words
A process for the preparation of an N-(2-pyrimidinyl)-piperazinylalkylazaspiroalkanedione of Formula IV ##STR16## wherein n is equal to 1 or 2 and t is equal to 4 or 5 which comprises condensing a spiro-quaternary ammonium halide compound of formula I ##STR17## wherein n is equal to 1 or 2 and X is chlorine, bromine, or iodine with a spiro-substituted glutarimide of Formula V ##STR18## wherein t is 4 or 5 in a liquid reaction medium in the presence of a strong base.
Claim 3
Dependent Claim
14 words
The process of claim 1 wherein the compound of Formula I is 8-(2-pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane chloride.
Claim 4
Dependent Claim
14 words
The process of claim 1 wherein the compound of Formula I is 8-(2-pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane bromide.
Claim 5
Dependent Claim
42 words
A process for the preparation of 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8 azaspiro[4.5]decane-7,9-dione of Formula IVa ##STR19## which comprises condensing a spiro-glutarimide of Formula Va ##STR20## with a spiro-quaternary ammonium halide of Formula Ia ##STR21## in a liquid reaction medium in the presence of a strong base.
Claim 6
Dependent Claim
42 words
A process for the preparation of 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8 azaspiro[4.5]decane-7,9-dione of Formula IVa ##STR19## which comprises condensing a spiro-glutarimide of Formula Va ##STR20## with a spiro-quaternary ammonium halide of Formula Ia ##STR21## in a liquid reaction medium in the presence of a strong base.
References Cited (Backward Citations)
US3968216A
Cited
US3717634A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-27 | 1986-03-29 | 1986-09-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-27 | 1990-03-29 | 1990-09-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-27 | 1994-03-29 | 1994-09-28 | $7700.00 | Window Closed / Lapsed |