Propionyl chloride → 6-Chloro-2-(3-methylbenzoyl)-3-(propionylamino)indole

HRID 379731Notes

Reaction equation

HRID 379731 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:24])[CH2:22][CH3:23]>>[Cl:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([NH:1][C:21](=[O:24])[CH2:22][CH3:23])=[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 62324Propionyl chlorideHCID 183678773-Amino-6-chloro-2-(3-methylbenzoyl)-1H-indole

Product 1

HCID 183678436-Chloro-2-(3-methylbenzoyl)-3-(propionylamino)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 propionyl chloride. m.p.: 152-155° C. 1H-NMR (CDCl3) δ: 10.02 (1H, br s), 8.36-8.20 (2H, m), 7.63-7.51 (2H, m), 7.48-7.38 (2H, m), 7.28 (1H, d, J=1.8 Hz), 7.08 (1H, dd, J=1.8, 9.2 Hz), 2.50 (2H, q, J=7.7 Hz), 2.46 (3H, s), 1.29 (3H, t, J=7.7 Hz)

Sources & evidence

ORD record
ord-5e8db5c8d7ac41c2a2adb31b88bf41f6
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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