Valeryl chloride → 6-Chloro-2-(3-methylbenzoyl)-3-(valerylamino)indole

HRID 379733Notes

Reaction equation

HRID 379733 reaction equation
[NH2:1][C:2]1[C:10]2[C:5](=[CH:6][C:7]([Cl:11])=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:12](=[O:20])[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=1.[C:21](Cl)(=[O:26])[CH2:22][CH2:23][CH2:24][CH3:25]>>[Cl:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([NH:1][C:21](=[O:26])[CH2:22][CH2:23][CH2:24][CH3:25])=[C:3]([C:12](=[O:20])[C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=3)[NH:4]2)=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 61186Valeryl chlorideHCID 183678773-Amino-6-chloro-2-(3-methylbenzoyl)-1H-indole

Product 1

HCID 183679396-Chloro-2-(3-methylbenzoyl)-3-(valerylamino)indole

Procedure

The title compound was prepared according to the procedure described in Example 19 employing 3-amino-6-chloro-2-(3-methylbenzoyl)indole (Example 21) and valeryl chloride. m.p.: 124-126° C. 1H-NMR (CDCl3) δ: 10.02 (1H, br s), 8.40-8.18 (2H, m), 7.62-7.54 (2H, m), 7.47-7.42 (2H, m), 7.28 (1H, s), 7.09 (1H, d, J=8.8 Hz), 2.55-2.45 (5H, m), 1.82-1.68 (2H, m), 1.52-1.38 (2H, m), 0.98 (3H, t, J=7.0 Hz)

Sources & evidence

ORD record
ord-b871116ad21c4554995d32b675151f16
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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