4-Fluorodiphenylamine → HCID 21101669, compound

HRID 1353456Notes

Reaction equation

HRID 1353456 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][CH2:21][C:22](O)=[O:23])=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:25])=[CH:7][CH:8]=2)[N:3]=1.[F:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33]C2C=CC=CC=2)=[CH:29][CH:28]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:13][CH2:14][N:15]([C:18]([NH:20][CH2:21][C:22]([NH:33][C:30]3[CH:31]=[CH:32][C:27]([F:26])=[CH:28][CH:29]=3)=[O:23])=[O:19])[CH2:16][CH2:17]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:25])=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Procedure

As described for example 171, [[[4-(2-amino-7-chloro-4-quinolinyl)-1-piperazinyl]carbonyl]amino]-acetic acid, 4-fluorophenylaniline, iPr2NE, HATU, are reacted to afford the product. LC-MS: 456 (M++1). 1H NMR (CDCl3): δ 3.05–3.3 (m, 4H), 3.6–3.8 (m, 4H), 4.0–4.2 (m, 2H), 4.65–4.9 (s, 2H), 6.1–6.2 (s, 1H), 7.0–7.1 (m, 2H), 7.2 (m, 1H), 7.3 (m, 2H), 7.6–7.7 (s, 1H), 7.7–7.8 (m, 1H), 8.6–8.7 (s, 1H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-14781eab7ecd42f0bff2d1dd50b30452
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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