4-Chloro-3-nitrobenzoic acid → HCID 22611314, compound

HRID 726056Notes

Reaction equation

HRID 726056 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1.[N+:18]([C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[Cl:30])[C:24](O)=[O:25])([O-:20])=[O:19]>>[N+:18]([C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[Cl:30])[C:24]([NH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]1)=[O:25])([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 73204-Chloro-3-nitrobenzoic acidHCID 118312203-(1-Methylpiperidin-4-yl)-1h-indol-5-amine

Product 1

HCID 22611314HCID 22611314, compoundYield 63.3%

Procedure

Beginning with 10.0 mg (0.044 mMol) 5-amino-3-(1-methylpiperidin-4-yl)-1H-indole and 26.4 mg (0.131 mMol) 3-nitro-4-chlorobenzoic acid, 11.4 mg (63.3%) of the title compound were recovered.

Sources & evidence

ORD record
ord-3a1ee2fd5b7d4eaca7134481b43c6989
Source dataset
uspto-grants-1998_01
Patent number
US05708008

Reaction notes

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