rel-(2R,6S)-2,6-dimethylpiperazine → 5-Chloro-2-(cis-3,5-dimethyl-piperazin-1-ylmethyl)-7-morpholin-4-yl-thiazolo[5,4-d]pyrimidine

HRID 1365863Notes

Reaction equation

HRID 1365863 reaction equation
C(OC(N1CC2C([CH2:11][N:12]([CH2:16][C:17]3[S:18][C:19]4[N:20]=[C:21]([Cl:32])[N:22]=[C:23]([N:26]5[CH2:31][CH2:30][O:29][CH2:28][CH2:27]5)[C:24]=4[N:25]=3)[CH2:13]2)C1)=O)(C)(C)C.[CH3:33][C@H:34]1CN[CH2:37][C@@H:36](C)[NH:35]1>>[Cl:32][C:21]1[N:22]=[C:23]([N:26]2[CH2:27][CH2:28][O:29][CH2:30][CH2:31]2)[C:24]2[N:25]=[C:17]([CH2:16][N:12]3[CH2:13][C@H:36]([CH3:37])[NH:35][C@H:34]([CH3:33])[CH2:11]3)[S:18][C:19]=2[N:20]=1

Participants

3

Reactant 2

HCID 6950261rel-(2R,6S)-2,6-dimethylpiperazineHCID 582349385-(5-Chloro-7-morpholin-4-yl-thiazolo[5,4-d]pyrimidin-2-ylmethyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Product 1

HCID 582349425-Chloro-2-(cis-3,5-dimethyl-piperazin-1-ylmethyl)-7-morpholin-4-yl-thiazolo[5,4-d]pyrimidine

Procedure

Prepared according to the method used in the preparation of 5-(5-chloro-7-morpholin-4-yl-thiazolo[5,4-d]pyrimidin-2-ylmethyl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester using cis-2,6-dimethyl-piperazine in place of hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester. The title compound was obtained as a pale yellow solid (32 mg, 42%).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-23f6bfd071344f3db6460fb5492be2c4
Source dataset
uspto-grants-2011_02
Patent number
US07893060B2

Reaction notes

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