Bromoacetonitrile → 2-(2-(4,4-difluoropiperidine-1-carbonyl)-5-(1-isopropylpiperidin-4-yloxy)-1H-indol-1-yl)acetonitrile

HRID 19846

Reaction equation

HRID 19846 reaction equation
[F:1][C:2]1([F:29])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[NH:11][C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:28])[CH3:27])[CH2:22][CH2:21]2)=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]1.Br[CH2:31][C:32]#[N:33]>>[F:29][C:2]1([F:1])[CH2:7][CH2:6][N:5]([C:8]([C:10]2[N:11]([CH2:31][C:32]#[N:33])[C:12]3[C:17]([CH:18]=2)=[CH:16][C:15]([O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([CH3:27])[CH3:28])[CH2:22][CH2:21]2)=[CH:14][CH:13]=3)=[O:9])[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 11534BromoacetonitrileHCID 11603838(4,4-Difluoropiperidin-1-yl)[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]methanone2×

Product 1

HCID 167394122-(2-(4,4-difluoropiperidine-1-carbonyl)-5-(1-isopropylpiperidin-4-yloxy)-1H-indol-1-yl)acetonitrile

Procedure

In analogy to the procedure described for the synthesis of Example 1, the title compound was synthesized from (4,4-difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-methanone (intermediate 1) and bromoacetonitrile. The title compound was obtained in 38% yield as light green foam. MS (m/e): 445.2 (MH+, 100%).

Workup

  1. customIn analogy to the procedure described for the synthesis of Example 1

Sources & evidence

ORD record
ord-21a9012f47474bc9855922e663dfd827
Source dataset
uspto-grants-2010_06
Patent number
US07745479B2

Linked notes

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