4-Fluoro-2-methylaniline → 2-(4-Fluoro-2-methylphenylamino)-4-(N-methylphenylamino)thieno-[2,3-d]pyrimidine hydrochloride

HRID 1198115Notes

Reaction equation

HRID 1198115 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH3:12])[C:5]2[CH:10]=[CH:9][S:8][C:6]=2[N:7]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[C:22]([CH3:27])[CH:21]=1>CO>[ClH:1].[F:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:2]2[N:3]=[C:4]([N:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH3:12])[C:5]3[CH:10]=[CH:9][S:8][C:6]=3[N:7]=2)=[C:22]([CH3:27])[CH:21]=1

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 103560572-Chloro-4-(N-methylphenylamino)thieno[2,3-d]pyrimidine

Product 1

HCID 191040282-(4-Fluoro-2-methylphenylamino)-4-(N-methylphenylamino)thieno-[2,3-d]pyrimidine hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Chloro-4-(N-methylphenylamino)thieno[2,3-d]-pyrimidine (1.5 g, 0.00544 mol) and 4-fluoro-2-methylphenylamine (1.5 g, 0.0120 mol) were heated at 160° for 2.5 hours. Addition of methanol gave a solid which was collected by filtration and dried, (1.81 g). Recrystallization from ethanolic HCl/methanol gave the title compound as the hydrochloride salt, (1.44 g), m.p.216°-218°.

Workup

  1. customgave a solid which
  2. filtrationwas collected by filtration
  3. customdried
  4. customRecrystallization from ethanolic HCl/methanol

Sources & evidence

ORD record
ord-5697d0d765ec49ebaa842b600742f1fb
Source dataset
uspto-grants-1994_01
Patent number
US05280026

Reaction notes

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