(2R)-3,3,3-Trifluoro-2-hydroxypropanoic acid → HCID 178523625, compound

HRID 1909396Notes

Reaction equation

HRID 1909396 reaction equation
Cl.[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:24][CH2:23][C@H:22]([NH2:25])[CH2:21][CH2:20]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1.[F:26][C:27]([F:34])([F:33])[C@H:28]([OH:32])[C:29](O)=[O:30]>>[O:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C@H:19]4[CH2:20][CH2:21][C@H:22]([NH:25][C:29](=[O:30])[C@@H:28]([OH:32])[C:27]([F:34])([F:33])[F:26])[CH2:23][CH2:24]4)[CH2:13][CH2:12]3)[C:5]=2[O:4][CH2:3]1

Participants

3

Reactant 2

HCID 2779069(2R)-3,3,3-Trifluoro-2-hydroxypropanoic acidHCID 178479251HCID 178479251, compound2×

Product 1

HCID 178523625HCID 178523625, compound

Procedure

The title compound, white solid (17 mg, 54.7%), MS (ISP) m/z=457.2 [(M+H)+], was prepared in accordance with the general method of example 1 from Trans-4-[2-(4-Benzo[1,3]dioxol-4-yl-piperidin-1-yl)-ethyl]-cyclohexylamine hydrochloride (intermediate A) (25 mg, 0.0681 mmol) and (R)-3,3,3-trifluoro-2-hydroxypropanoic acid

Sources & evidence

ORD record
ord-98e75fd9c421455fa57ae44b588b5b18
Source dataset
uspto-grants-2013_12
Patent number
US08598357B2

Reaction notes

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