3-Chloro-4-fluoroaniline → N,N'-bis(3-chloro-4-fluorophenyl)-5-fluoropyrimidine-2,4-diamine

HRID 1163569Notes

Reaction equation

HRID 1163569 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[Cl:10][C:11]1[CH:12]=[C:13]([CH:15]=[CH:16][C:17]=1[F:18])[NH2:14]>>[Cl:10][C:11]1[CH:12]=[C:13]([NH:14][C:2]2[N:7]=[C:6]([NH:14][C:13]3[CH:15]=[CH:16][C:17]([F:18])=[C:11]([Cl:10])[CH:12]=3)[C:5]([F:9])=[CH:4][N:3]=2)[CH:15]=[CH:16][C:17]=1[F:18]

Participants

3

Reactant 2

HCID 97083-Chloro-4-fluoroanilineHCID 2507052,4-Dichloro-5-fluoropyrimidine

Product 1

HCID 5302485N,N'-bis(3-chloro-4-fluorophenyl)-5-fluoropyrimidine-2,4-diamine

Procedure

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 2,4-dichloro-5-fluoropyrimidine and 3-chloro-4-fluoroaniline were reacted to yield N2,N4-bis(3-chloro-4-fluorophenyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (CDCl3+CD3OD)): δ 7.81 (d, 1H), 7.60 (m, 1H), 7.58 (m, 1H), 7.38 (m, 1H), 7.19 (m, 1H), 7.0 (m, 2H); LCMS: ret. time: 28.98 min.; purity: 97%; MS (m/e): 385 (M+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-9b96d43f6c844059b203672a5a05db3a
Source dataset
uspto-grants-2010_10
Patent number
US07820819B2

Reaction notes

Loading…