Butanoic acid, 4-(dimethylamino)-4-oxo- → HCID 178484543, compound

HRID 1409902Notes

Reaction equation

HRID 1409902 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.[CH3:27][N:28]([CH3:36])[C:29](=[O:35])[CH2:30][CH2:31][C:32](O)=[O:33]>>[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:32](=[O:33])[CH2:31][CH2:30][C:29]([N:28]([CH3:36])[CH3:27])=[O:35])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 75717Butanoic acid, 4-(dimethylamino)-4-oxo-HCID 178478713HCID 178478713, compound2×

Product 1

HCID 178484543HCID 178484543, compound

Procedure

The title compound, off-white solid (55 mg, 48%), MS (ISP) m/z=454.4 [(M+H)+], mp 167° 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 4-(dimethylamino)-4-oxobutanoic acid.

Sources & evidence

ORD record
ord-7bb78b66235b4230a7b77ab12291f2b1
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

Loading…