2-(Oxolan-2-yl)acetic acid → HCID 178520299, compound

HRID 1409890Notes

Reaction equation

HRID 1409890 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.[O:27]1[CH2:31][CH2:30][CH2:29][CH:28]1[CH2:32][C:33](O)=[O:34]>>[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:33](=[O:34])[CH2:32][CH:28]3[CH2:29][CH2:30][CH2:31][O:27]3)[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 2287262-(Oxolan-2-yl)acetic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178520299HCID 178520299, compound

Procedure

The title compound, off-white solid (62 mg, 56%), MS (ISP) m/z=439.4 [(M+H)+], mp 149° 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 rac-(tetrahydro-furan-2-yl)-acetic acid.

Sources & evidence

ORD record
ord-026c3b7787a04ea79ec6dd2d809996ff
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

Loading…