6-(2-chloroethyl)-7-methyl-5H-(1,3)thiazolo(3,2-a)pyrimidin-5-one → HCID 11079517, compound

HRID 1106511Notes

Reaction equation

HRID 1106511 reaction equation
Cl[CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[CH:11]=[CH:12][S:13][C:7]2=[N:6][C:5]=1[CH3:14].[F:15][C:16]1[CH:24]=[CH:23][C:22]2[NH:21][C@@H:20]3[CH2:25][CH2:26][NH:27][CH2:28][C@H:19]3[C:18]=2[CH:17]=1>>[F:15][C:16]1[CH:24]=[CH:23][C:22]2[NH:21][C@@H:20]3[CH2:25][CH2:26][N:27]([CH2:2][CH2:3][C:4]4[C:9](=[O:10])[N:8]5[CH:11]=[CH:12][S:13][C:7]5=[N:6][C:5]=4[CH3:14])[CH2:28][C@H:19]3[C:18]=2[CH:17]=1

Participants

3

Reactant 2

HCID 8178726-(2-chloroethyl)-7-methyl-5H-(1,3)thiazolo(3,2-a)pyrimidin-5-oneHCID 11052480HCID 11052480, compound

Product 1

HCID 11079517HCID 11079517, compound

Procedure

Using the same reaction procedure as described in example B.1, 6-(2-chloroethyl)-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one (3.4 g), prepared as described in EP-A-0,070,053, was reacted with (±)-trans-8-fluoro-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole, prepared as described in J. Med. Chem. 22:677--(1979), to form (±)-trans-6-[2-(8-fluoro-1,3,4,4a,5,9b-hexahydro-2H-pyrido[4,3-b]indol-2-yl)ethyl]-7-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one (compound 15, mp. 140.9° C.).

Workup

  1. customthe same reaction procedure
  2. customprepared
  3. customprepared

Sources & evidence

ORD record
ord-16ee38039e5d41aea4194ba85395e24e
Source dataset
uspto-grants-2000_05
Patent number
US06057325

Reaction notes

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