3,4-Dimethoxyaniline → HCID 21101716, compound

HRID 1353416Notes

Reaction equation

HRID 1353416 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[NH2:6].Cl[C:13](OC1C=CC([N+]([O-])=O)=CC=1)=[O:14].C(N(C(C)C)CC)(C)C.[Cl:34][C:35]1[CH:44]=[C:43]2[C:38]([C:39]([N:45]3[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]3)=[CH:40][CH:41]=[N:42]2)=[CH:37][CH:36]=1>>[Cl:34][C:35]1[CH:44]=[C:43]2[C:38]([C:39]([N:45]3[CH2:50][CH2:49][N:48]([C:13]([NH:6][C:5]4[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:3]([O:2][CH3:1])[CH:4]=4)=[O:14])[CH2:47][CH2:46]3)=[CH:40][CH:41]=[N:42]2)=[CH:37][CH:36]=1

Participants

5

Reactant 4

HCID 227703,4-DimethoxyanilineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 7383897-Chloro-4-(piperazin-1-yl)quinoline

Product 1

HCID 21101716HCID 21101716, compound

Procedure

As described for example 78, 3,4-dimethoxyaniline, p-nitrophenyl chloroformate, diisopropylethyl amine, and 7-chloro-4-piperazinylquinoline are reacted to afford the product. LC-MS: 427 (M++1). 1H NMR (CDCl3) δ 8.80 (d, 1H), 8.05 (s, 1H), 7.95 (d, 1H), 7.50 (d, 1H), 7.20 (s, 1H), 6.85 (d, 1H), 6.80 (d, 1H), 6.75 (m, 1H), 6.40 (s, 1H), 3.90 (s, 3H), 3.85 (s, 3H), 380 (m, 4H), 3.25 (m, 4H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-7ab4ef04810b4cf09ffd71532211e124
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

Loading…