Cyanoacetic acid → HCID 178511190, compound

HRID 1409884Notes

Reaction equation

HRID 1409884 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.[C:27]([CH2:29][C:30](O)=[O:31])#[N:28]>>[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:30](=[O:31])[CH2:29][C:27]#[N:28])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 9740Cyanoacetic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178511190HCID 178511190, compound

Procedure

The title compound, off-white solid (50 mg, 51%), MS (ISP) m/z=394.3 [(M+H)+], mp 186° 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-cyano-acetic acid.

Sources & evidence

ORD record
ord-398fc3d774ce4e32863f51e01552c756
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

Loading…