Methyl (S)-3-hydroxypentanoate → HCID 178456101, compound

HRID 1409906Notes

Reaction equation

HRID 1409906 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.[OH:27][C@@H:28]([CH2:34][CH3:35])[CH2:29][C:30](OC)=[O:31]>>[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:30](=[O:31])[CH2:29][C@@H:28]([OH:27])[CH2:34][CH3:35])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 10290819Methyl (S)-3-hydroxypentanoateHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178456101HCID 178456101, compound

Procedure

The title compound, white solid (99 mg, 93%), MS (ISP) m/z=427.3 [(M+H)+], mp 140° C., was prepared in accordance with the general method of example 46 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and (S)-methyl 3-hydroxypentanoate.

Sources & evidence

ORD record
ord-94dc49809fa0434f806ad438e90eda87
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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