Diisopropylethylamine → HCID 21101722, compound

HRID 1353419Notes

Reaction equation

HRID 1353419 reaction equation
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[F: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:33][C:34]1[CH:43]=[C:42]2[C:37]([C:38]([N:44]3[CH2:49][CH2:48][N:47]([C:12]([NH:7][C:6]4[CH:8]=[CH:9][C:3]([O:2][CH3:1])=[C:4]([F:10])[CH:5]=4)=[O:13])[CH2:46][CH2:45]3)=[CH:39][CH:40]=[N:41]2)=[CH:36][CH:35]=1

Participants

5

Reactant 4

HCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 5811103-Fluoro-4-methoxyanilineHCID 7383897-Chloro-4-(piperazin-1-yl)quinoline

Product 1

HCID 21101722HCID 21101722, compound

Procedure

As described for example 78, 4-methoxy-3-fluoro-aniline, p-nitrophenyl chloroformate, diisopropylethyl amine, and 7-chloro-4-piperazinylquinoline are reacted to afford the product. LC-MS: 415 (M++1). 1H NMR (CDCl3) δ 8.78 (d, 1H), 8.05 (s, 1H), 7.95 (d, 1H), 7.50 (d, 1H), 7.35 (d, 1H), 7.00 (m, 1H), 6.85 (d, 1H), 6.70 (m, 1H), 6.60 (s, 1H), 3.85 (s, 3H), 3.78 (m, 4H), 3.25 (m, 4H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-40d2d06df8e146ada05c3072315565f0
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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