Isovaleryl chloride → HCID 18367770, compound

HRID 379742Notes

Reaction equation

HRID 379742 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]([Cl:19])[CH:14]=1.[C:21](Cl)(=[O:26])[CH2:22][CH:23]([CH3:25])[CH3:24]>>[Cl:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([NH:1][C:21](=[O:26])[CH2:22][CH:23]([CH3:25])[CH3:24])=[C:3]([C:12](=[O:20])[C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=3)[NH:4]2)=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 66054Isovaleryl chlorideHCID 18368029HCID 18368029, compound

Product 1

HCID 18367770HCID 18367770, compound

Procedure

The title compound was prepared according to the procedure described in Example 19 employing 3-amino-6-chloro-2-(3-chlorobenzoyl)indole (Example 30) and isovaleryl chloride. m.p.: 185-186° C. 1H-NMR (CDCl3) δ: 9.94 (1H, br s), 8.28 (1H, d, J=8.8 Hz), 8.19 (1H, br s), 7.78 (1H, t, J=1.8 Hz), 7.68 (1H, dt, J=1.5, 1.5, 7.3 Hz), 7.61 (1H, ddd, J=1.5, 1.8, 8.1 Hz), 7.51 (1H, t, J=7.7 Hz), 7.31 (1H, d, J=1.5 Hz), 7.11 (1H, dd, J=1.8, 8.8 Hz), 2.37-2.20 (3H, m), 1.06 (6H, d, J=6.2 Hz)

Sources & evidence

ORD record
ord-cf1e975a15354ab9bb2395ad7353e844
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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