Oxane-4-carboxylic acid → HCID 178523630, compound

HRID 331405Notes

Reaction equation

HRID 331405 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]([C:33](O)=[O:34])[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:33]([CH:30]3[CH2:31][CH2:32][O:27][CH2:28][CH2:29]3)=[O:34])[CH2:24][CH2:25]2)[CH:5]=[CH:4]1

Participants

3

Reactant 2

HCID 219302Oxane-4-carboxylic acidHCID 178478712HCID 178478712, compound2×

Product 1

HCID 178523630HCID 178523630, compound

Procedure

The title compound, off-white solid (87 mg, 78%), MS (ISP) m/z=439.4 [(M+H)+], mp 217° 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-carboxylic acid.

Sources & evidence

ORD record
ord-45338b2406ae4bab91bbb7aca24f150d
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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