3-Hydroxypropionic acid → HCID 178520898, compound

HRID 1409882Notes

Reaction equation

HRID 1409882 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][CH2:28][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:28](=[O:27])[CH2:29][CH2:30][OH:31])[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 681523-Hydroxypropionic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178520898HCID 178520898, compound

Procedure

The title compound, off-white solid (20 mg, 20%), MS (ISP) m/z=399.3 [(M+H)+], mp 148° 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-propionic acid.

Sources & evidence

ORD record
ord-0b7d819cf2da4fb099c47f9c6d7e3580
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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