6-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acid → (6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(3-chloro-5,6,8,9-tetrahydro-1,2,7-triaza-benzocyclohepten-7-yl)-methanone

HRID 571640Notes

Reaction equation

HRID 571640 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.FC(F)(F)C(O)=O.[Cl:21][C:22]1[N:32]=[N:31][C:25]2[CH2:26][CH2:27][NH:28][CH2:29][CH2:30][C:24]=2[CH:23]=1>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:28]3[CH2:27][CH2:26][C:25]4[N:31]=[N:32][C:22]([Cl:21])=[CH:23][C:24]=4[CH2:30][CH2:29]3)=[O:13])[CH:10]=2)[CH:7]=1

Participants

3

Reactant 2

HCID 7719386-Bromopyrazolo[1,5-a]pyrimidine-2-carboxylic acidHCID 866978673-chloro-6,7,8,9-tetrahydro-5H-1,2,7-triaza-benzocycloheptene trifluoroacetate

Product 1

HCID 71748059(6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(3-chloro-5,6,8,9-tetrahydro-1,2,7-triaza-benzocyclohepten-7-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 3-chloro-6,7,8,9-tetrahydro-5H-1,2,7-triaza-benzocycloheptene trifluoroacetate. The reaction mixture was purified by HPLC chromatography and lyophilized. Yield: 27 mg (32% of theory). ESI-MS: m/z=407 (M+H)+; Rt(HPLC): 1.10 min. (Method J).

Workup

  1. customThe reaction mixture was purified by HPLC chromatography

Sources & evidence

ORD record
ord-e21478b2850347938d9175dda734fe95
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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