Cyanoacetic acid → HCID 178511188, compound

HRID 331455Notes

Reaction equation

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

Participants

Reactant 2

HCID 9740Cyanoacetic acid

HCID 178478710HCID 178478710, compound2×

Product 1

HCID 178511188HCID 178511188, compound

Procedure

The title compound, light yellow solid (75 mg, 76%), MS (ISP) m/z=396.3 [(M+H)+], mp 194° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and 2-cyano-acetic acid.

Sources & evidence

ORD record: ord-1878f1b6f7b64a9984f8aadf021f0e94
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08877778B2

Reaction notes

Loading…