3-Nitroaniline → HCID 18180124, compound

HRID 1358957Notes

Reaction equation

HRID 1358957 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:16]=[C:15]3[C:11]([CH2:12][CH2:13][NH:14]3)=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[N+](C1C=C(C=CC=1)N)([O-])=O.[Cl:27][C:28]1[CH:41]=[CH:40][C:31]2[S:32][C:33]([S:36](Cl)(=[O:38])=[O:37])=[C:34]([CH3:35])[C:30]=2[CH:29]=1>>[Cl:27][C:28]1[CH:41]=[CH:40][C:31]2[S:32][C:33]([S:36]([N:14]3[C:15]4[C:11](=[CH:10][CH:9]=[C:8]([N:5]5[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]5)[CH:16]=4)[CH2:12][CH2:13]3)(=[O:37])=[O:38])=[C:34]([CH3:35])[C:30]=2[CH:29]=1

Participants

4

Reactant 3

HCID 74233-NitroanilineHCID 27357565-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chlorideHCID 18180123HCID 18180123, compound

Product 1

HCID 18180124HCID 18180124, compound

Procedure

The title compound (E123) was prepared from 6-(4-methylpiperazin-1-yl)-2,3-dihydro-1H-indole (prepared from 3-nitroaniline, using methodology of WO95/06637 Intermediate 3) (39 mg, 0.18 mmol) and 5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride (50 mg; 0.18 mmol) using the method of Example 1 (75 mg, 84%) MH+=462/464.

Sources & evidence

ORD record
ord-77b445cb836b47409709e6c2c8ac7740
Source dataset
uspto-grants-2003_07
Patent number
US06599904B2

Reaction notes

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