1-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acid → HCID 124018313, compound

HRID 2046541Notes

Reaction equation

HRID 2046541 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([NH2:12])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1.[F:13][C:14]([F:25])([F:24])[C:15]([NH:17][C:18]1([C:21](O)=[O:22])[CH2:20][CH2:19]1)=[O:16]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]([NH:12][C:21]([C:18]3([NH:17][C:15](=[O:16])[C:14]([F:13])([F:24])[F:25])[CH2:19][CH2:20]3)=[O:22])[CH2:7][CH2:8][O:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 129888001-(2,2,2-Trifluoroacetamido)cyclopropane-1-carboxylic acidHCID 247101247-Bromo-3,4-dihydro-2H-1-benzopyran-4-amine

Product 1

HCID 124018313HCID 124018313, compound

Procedure

In analogy to the procedure described for the preparation of intermediate A-1 [B] and A-1 [C], (rac)-7-bromo-chroman-4-ylamine has been coupled with 1-(2,2,2-trifluoroacetamido) cyclopropanecarboxylic acid (intermediate A-1 [A]) to give 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid ((rac)-7-bromo-chroman-4-yl)-amide, which was subsequently reacted with 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) to yield the title compound as light yellow solid. MS: 453.2 (M−H−).

Sources & evidence

ORD record
ord-c313fa91f3eb453d9780bfe7f2110eb0
Source dataset
uspto-grants-2013_11
Patent number
US08592426B2

Reaction notes

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