1-(5-amino-2,3-dihydro-1H-indol-1-yl)ethan-1-one → 1-Acetylindoline-6-carbonitrile

HRID 219572Notes

Reaction equation

HRID 219572 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9](C#N)=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH2:15][C:16]1C=C2C(=CC=1)N(C(=O)C)CC2>>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:16]#[N:15])[CH:11]=2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 2925071-(5-amino-2,3-dihydro-1H-indol-1-yl)ethan-1-oneHCID 185264211-Acetylindoline-5-carbonitrile

Product 1

HCID 673179911-Acetylindoline-6-carbonitrile

Procedure

The title compound was prepared following the procedure described for 1-acetoylindoline-5-carbonitrile but starting from 1-(5-aminoindolin-1-yl)ethanone (Aldrich, 844 mg; 4.79 mmol), to give 1-acetoylindoline-6-carbonitrile as an orange solid. 1H NMR: (DMSO-d6, 400 MHz) δ 8.31 (1H, s), 7.52-7.45 (2H, m), 4.18 (2H, t, J=8.6 Hz), 3.32-3.23 (2H, m), 2.23 (3H, s).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-06532395c5884f73a9e0f81f462d5f9b
Source dataset
uspto-grants-2012_06
Patent number
US08202856B2

Reaction notes

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