3,3,3-Trifluoro-2-hydroxypropanoic acid → HCID 178523607, compound

HRID 331438Notes

Reaction equation

HRID 331438 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.[F:27][C:28]([F:35])([F:34])[CH:29]([OH:33])[C:30](O)=[O:31]>>[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:30](=[O:31])[CH:29]([OH:33])[C:28]([F:35])([F:34])[F:27])[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 2448963,3,3-Trifluoro-2-hydroxypropanoic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178523607HCID 178523607, compound

Procedure

The title compound, yellow solid (39 mg, 35%), MS (ISP) m/z=455.4 [(M+H)+], mp 179° 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 dihydrochloride (intermediate B) (100 mg, 0.25 mmol) and (RS)-3,3,3-trifluoro-2-hydroxy-propionic acid.

Sources & evidence

ORD record
ord-d999be66f3ca49cbadce0f0f7ee622fe
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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