Oxane-3-carboxylic acid → HCID 178523601, compound

HRID 331454Notes

Reaction equation

HRID 331454 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.[O:27]1[CH2:32][CH2:31][CH2:30][CH:29]([C:33](O)=[O:34])[CH2:28]1>>[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[CH2:21][CH2:22][C@H:23]([NH:26][C:33]([CH:29]5[CH2:30][CH2:31][CH2:32][O:27][CH2:28]5)=[O:34])[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 16767361Oxane-3-carboxylic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178523601HCID 178523601, compound

Procedure

The title compound, off-white solid (91 mg, 83%), MS (ISP) m/z=441.4 [(M+H)+], mp 222° 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 dihydro chloride (intermediate B) (100 mg, 0.25 mmol) and (RS)-tetrahydro-pyran-3-carboxylic acid.

Sources & evidence

ORD record
ord-bbfe6dae26584f75a5dd47dbb8307dfe
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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