2,2-Difluorocyclopropane-1-carboxylic acid → HCID 178523719, compound

HRID 1260785Notes

Reaction equation

HRID 1260785 reaction equation
Cl.Cl.Cl.[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1.[F:28][C:29]1([F:35])[CH2:31][CH:30]1[C:32](O)=[O:33]>>[O:4]1[C:8]2=[C:9]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][C@H:21]4[CH2:26][CH2:25][C@H:24]([NH:27][C:32]([CH:30]5[CH2:31][C:29]5([F:35])[F:28])=[O:33])[CH2:23][CH2:22]4)[CH2:15][CH2:14]3)[N:10]=[CH:11][CH:12]=[C:7]2[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 27828232,2-Difluorocyclopropane-1-carboxylic acidHCID 178478590HCID 178478590, compound2×

Product 1

HCID 178523719HCID 178523719, compound

Procedure

The title compound, white solid (99 mg, 91%), MS (ISP) m/z=435.3 [(M+H)+], mp 227° C., was prepared in accordance with the general method of example 6 from trans-4-{2-[4-(2,3-dihydro-furo[2,3-c]pyridin-7-yl)-piperazin-1-yl]-ethyl}-cyclohexylamine trihydrochloride (intermediate B) (110 mg, 0.25 mmol) and 2,2-difluoro-cyclopropane-carboxylic acid.

Sources & evidence

ORD record
ord-a4fff127206943688a376b4d1a5043f5
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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