3-Chloro-4-methoxyaniline → HCID 21101719, compound

HRID 1353420Notes

Reaction equation

HRID 1353420 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[Cl:10].Cl[C:12](OC1C=CC([N+]([O-])=O)=CC=1)=[O:13].C(N(C(C)C)CC)(C)C.[Cl:33][C:34]1[CH:43]=[C:42]2[C:37]([C:38]([N:44]3[CH2:49][CH2:48][NH:47][CH2:46][CH2:45]3)=[CH:39][CH:40]=[N:41]2)=[CH:36][CH:35]=1>>[Cl:10][C:4]1[CH:5]=[C:6]([NH:7][C:12]([N:47]2[CH2:48][CH2:49][N:44]([C:38]3[C:37]4[C:42](=[CH:43][C:34]([Cl:33])=[CH:35][CH:36]=4)[N:41]=[CH:40][CH:39]=3)[CH2:45][CH2:46]2)=[O:13])[CH:8]=[CH:9][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 4

HCID 214413-Chloro-4-methoxyanilineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 7383897-Chloro-4-(piperazin-1-yl)quinoline

Product 1

HCID 21101719HCID 21101719, compound

Procedure

As described for example 78, 4-methoxy-3-chloro-aniline, p-nitrophenyl chloroformate, diisopropylethyl amine, and 7-chloro-4-piperazinylquinoline are reacted to afford the product. LC-MS: 431 (M++1). 1H NMR (CDCl3) δ 8.78 (d, 1H), 8.05 (s, 1H), 7.95 (d, 1H), 7.50 (d, 1H), 7.45 (s, 1H), 7.22 (d, 1H), 6.90 (m, 2H), 6.38 (s, 1H), 3.85 (s, 3H), 3.80 (m, 4H), 3.25 (m, 4H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-afd5604870564e0b9096fba0d2eb1fba
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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