1-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acid → 1-(2,2,2-Trifluoro-acetylamino)-cyclopropanecarboxylic acid ((rac)-3-bromo-6,7-dihydro-5H-[1]pyrindin-7-yl)-amide

HRID 2046539Notes

Reaction equation

HRID 2046539 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([NH2:11])[CH2:7][CH2:8][C:9]=2[CH:10]=1.[F:12][C:13]([F:24])([F:23])[C:14]([NH:16][C:17]1([C:20](O)=[O:21])[CH2:19][CH2:18]1)=[O:15]>>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[CH:6]([NH:11][C:20]([C:17]3([NH:16][C:14](=[O:15])[C:13]([F:12])([F:23])[F:24])[CH2:18][CH2:19]3)=[O:21])[CH2:7][CH2:8][C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 129888001-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acidHCID 712172633-Bromo-6,7-dihydro-5H-cyclopenta[B]pyridin-7-amine

Product 1

HCID 893915111-(2,2,2-Trifluoro-acetylamino)-cyclopropanecarboxylic acid ((rac)-3-bromo-6,7-dihydro-5H-[1]pyrindin-7-yl)-amide

Procedure

In analogy to the procedure described for the preparation of intermediate A-1 [B], (rac)-3-bromo-6,7-dihydro-5H-[1]pyrindin-7-ylamine has been coupled with 1-(2,2,2-trifluoroacetamido)cyclopropanecarboxylic acid (intermediate A-1 [A]) to yield the title compound as grey solid. MS: 392.0 (MH+, 1Br).

Sources & evidence

ORD record
ord-ad3fd3f151f547e5b9bcf3a18b8c7b55
Source dataset
uspto-grants-2013_11
Patent number
US08592426B2

Reaction notes

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