3-Methoxyaniline → 4-(3'-Chloro-4'-fluoroanilino)-6-(3'-methoxyanilino)pyrimidine

HRID 1417978Notes

Reaction equation

HRID 1417978 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([Cl:16])[CH:10]=2)[CH:3]=1.[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:23]=[CH:24][CH:25]=1)[NH2:22]>>[Cl:16][C:11]1[CH:10]=[C:9]([CH:14]=[CH:13][C:12]=1[F:15])[NH:8][C:4]1[CH:3]=[C:2]([NH:22][C:21]2[CH:23]=[CH:24][CH:25]=[C:19]([O:18][CH3:17])[CH:20]=2)[N:7]=[CH:6][N:5]=1

Participants

3

Reactant 2

HCID 108243-MethoxyanilineHCID 542586564-(3-Chloro-4-fluorophenylamino)-6-chloropyrimidine

Product 1

HCID 540945214-(3'-Chloro-4'-fluoroanilino)-6-(3'-methoxyanilino)pyrimidineYield 16%

Procedure

Using an analogous reaction procedure to that described in Example 6, 6-chloro-4-(3'-chloro-4'-fluoroanilino)pyrimidine was reacted with 3-methoxyaniline. The reaction product was recrystallised from a mixture of methylene chloride, methanol and hexane, to give 4-(3'-chloro-4'-fluoroanilino)-6-(3'-methoxyanilino)pyrimidine in 16% yield, m.p. 214°-216° C.;

Workup

  1. customan analogous reaction procedure to
  2. customThe reaction product was recrystallised from a mixture of methylene chloride, methanol and hexane

Sources & evidence

ORD record
ord-5f90283d9dc841738c41bd1fb2978199
Source dataset
uspto-grants-1999_03
Patent number
US05880130

Reaction notes

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