6-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acid → (6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-methanone

HRID 571638Notes

Reaction equation

HRID 571638 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([OH:13])=O)[CH:10]=2)[CH:7]=1.[S:14]1[C:23]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18][C:17]=2[N:16]=[CH:15]1>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:20]3[CH2:21][CH2:22][C:23]4[S:14][CH:15]=[N:16][C:17]=4[CH2:18][CH2:19]3)=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 226207475,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine

Product 1

HCID 71748045(6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(4,5,7,8-tetrahydro-thiazolo[4,5-d]azepin-6-yl)-methanone

Procedure

The title compound was prepared in accordance with the general method of example 1 from 6-bromo-pyrazolo[1,5-A]pyrimidine-2-carboxylic acid and 5,6,7,8-tetrahydro-4H-thiazolo[4,5-d]azepine. The reaction mixture was purified by HPLC chromatography and lyophilized. Yield: 27 mg (35% of theory). ESI-MS: m/z=378 (M+H)+; Rt(HPLC): 1.08 min. (Method B).

Workup

  1. customThe reaction mixture was purified by HPLC chromatography

Sources & evidence

ORD record
ord-9f3ec99f19c144b7b7f24579fe0c6e38
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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