4,4-Difluoropiperidine hydrochloride → (4,4-Difluoro-piperidin-1-yl)-[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-methanone

HRID 132828Notes

Reaction equation

HRID 132828 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][C:12]([F:15])([F:14])[F:13])[C:6]([C:16]([N:18]1[CH2:23][CH2:22]O[CH2:20][CH2:19]1)=[O:17])=[CH:5]2.Cl.[F:25][C:26]1([F:32])CCNCC1>>[F:25][C:26]1([F:32])[CH2:20][CH2:19][N:18]([C:16]([C:6]2[N:7]([CH2:11][C:12]([F:15])([F:13])[F:14])[C:8]3[C:4]([CH:5]=2)=[CH:3][C:2]([OH:1])=[CH:10][CH:9]=3)=[O:17])[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 27583514,4-Difluoropiperidine hydrochlorideHCID 67527268[5-Hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-morpholin-4-yl-methanone3×

Product 1

HCID 67526963(4,4-Difluoro-piperidin-1-yl)-[5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indol-2-yl]-methanone

Procedure

In analogy to the procedure described for the synthesis of intermediate 1, step 4, the title compound was synthesized from 5-hydroxy-1-(2,2,2-trifluoro-ethyl)-1H-indole-2-carboxylic acid (Intermediate 1, step 3) and 4,4-difluoropiperidine hydrochloride. The title product was obtained in 80% as white solid. MS (m/e): 361 (M−H−, 100%).

Sources & evidence

ORD record
ord-13623c73b18a42c18a5fc3b93dd2af89
Source dataset
uspto-grants-2008_06
Patent number
US07388095B2

Reaction notes

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