Acetyl chloride → HCID 57732675, compound

HRID 1806313Notes

Reaction equation

HRID 1806313 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:13]=[C:14]3[C:18](=[C:19]([C:21]([NH2:23])=[O:22])[CH:20]=2)[NH:17][CH:16]=[C:15]3[CH:24]2[CH2:29][CH2:28][N:27]([S:30]([CH2:33][CH3:34])(=[O:32])=[O:31])[CH2:26][CH2:25]2)=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[C:35](Cl)(=O)[CH3:36]>>[CH:2]1([C:1]([NH:4][CH2:5][C:6]2[CH:7]=[CH:8][C:9]([C:12]3[CH:13]=[C:14]4[C:18](=[C:19]([C:21]([NH2:23])=[O:22])[CH:20]=3)[NH:17][CH:16]=[C:15]4[CH:24]3[CH2:25][CH2:26][N:27]([S:30]([CH2:33][CH3:34])(=[O:31])=[O:32])[CH2:28][CH2:29]3)=[CH:10][CH:11]=2)=[O:3])[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 66722703HCID 66722703, compound

Product 1

HCID 57732675HCID 57732675, compoundYield 28%

Procedure

The title compound was prepared according to the general procedure of 5-{4-[(acetylamino)methyl]phenyl}-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide substituting cyclopropanecarbonyl chloride (14 μL, 1.37 mmol) for acetyl chloride. Compound was purified by Gilson Preparatory HPLC to afford 19.1 mg of the title compound (28%).

Workup

  1. customThe title compound was prepared
  2. customCompound was purified by Gilson Preparatory HPLC

Sources & evidence

ORD record
ord-cd25fdc337f2499484300c3052034a46
Source dataset
uspto-grants-2013_01
Patent number
US08354406B2

Reaction notes

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