3-Hydroxyisovaleric acid → HCID 178459208, compound

HRID 1409895Notes

Reaction equation

HRID 1409895 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:28]([CH3:34])([CH3:33])[CH2:29][C:30](O)=[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:28]([OH:27])([CH3:34])[CH3:33])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 693623-Hydroxyisovaleric acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178459208HCID 178459208, compound

Procedure

The title compound, light yellow solid (59 mg, 55%), MS (ISP) m/z=427.3 [(M+H)+], mp 150° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 3-hydroxy-3-methyl-butyric acid.

Sources & evidence

ORD record
ord-af5339fcb9374165aecdaa261d6b7800
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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