Tetrahydropyran-4-ylacetic acid → HCID 178520327, compound

HRID 331406Notes

Reaction equation

HRID 331406 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[C:6]([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:5]=[CH:4]1.[O:27]1[CH2:32][CH2:31][CH:30]([CH2:33][C:34](O)=[O:35])[CH2:29][CH2:28]1>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[C:6]([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:34](=[O:35])[CH2:33][CH:30]3[CH2:31][CH2:32][O:27][CH2:28][CH2:29]3)[CH2:24][CH2:25]2)[CH:5]=[CH:4]1

Participants

3

Reactant 2

HCID 2773575Tetrahydropyran-4-ylacetic acidHCID 178478712HCID 178478712, compound2×

Product 1

HCID 178520327HCID 178520327, compound

Procedure

The title compound, off-white solid (77 mg, 68%), MS (ISP) m/z=453.4 [(M+H)+], mp 181° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-4-yl-piperidin-1-yl)-ethyl]-cyclohexyl-amine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and tetrahydropyran-4-yl-acetic acid.

Sources & evidence

ORD record
ord-6c3f1002ff9d4392ad6fa599fba067a7
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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