2,2-Difluorocyclopropane-1-carboxylic acid → HCID 178523634, compound

HRID 1409891Notes

Reaction equation

HRID 1409891 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[F:27][C:28]1([F:34])[CH2:30][CH:29]1[C:31](O)=[O:32]>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:31]([CH:29]3[CH2:30][C:28]3([F:34])[F:27])=[O:32])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 27828232,2-Difluorocyclopropane-1-carboxylic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178523634HCID 178523634, compound

Procedure

The title compound, light brown solid (81 mg, 75%), MS (ISP) m/z=431.4 [(M+H)+], mp 189° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 2,2-difluoro-cyclopropane-carboxylic acid.

Sources & evidence

ORD record
ord-51e0a65eef784f4e823c37e7c0d48461
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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