Methoxyacetyl chloride → 6-Chloro-2-(3-chlorobenzoyl)-3-(methoxyacetylamino)indole

HRID 379743Notes

Reaction equation

HRID 379743 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.[CH3:21][O:22][CH2:23][C:24](Cl)=[O:25]>>[Cl:11][C:7]1[CH:6]=[C:5]2[C:10]([C:2]([NH:1][C:24](=[O:25])[CH2:23][O:22][CH3:21])=[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 96623Methoxyacetyl chlorideHCID 18368029HCID 18368029, compound

Product 1

HCID 545353356-Chloro-2-(3-chlorobenzoyl)-3-(methoxyacetylamino)indole

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 methoxyacetyl chloride. m.p.: 154-155° C. 1H-NMR (CDCl3) δ: 10.22 (1H, br s), 8.41 (1H, br s), 8.21 (1H, d, J=9.2 Hz), 7.77 (1H, dd, J=1.5, 2.2 Hz), 7.68 (1H, ddd, J=1.1, 1.5, 7.7 Hz), 7.59 (1H, ddd, J=1.1, 1.8, 7.7 Hz), 7.49 (1H, dd, J=7.7, 8.1 Hz), 7.34 (1H, d, J=1.8 Hz), 7.13 (1H, dd, J=1.8, 8.8 Hz), 4.05 (2H, s), 3.53 (3H, s)

Sources & evidence

ORD record
ord-ab0fd8a05ae244b788ba041cdbe5c9d6
Source dataset
uspto-grants-2001_10
Patent number
US06300363B1

Reaction notes

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