4-(Dimethylamino)benzoyl chloride → N-[3-(6-Dibenzofuran-4-yl-pyrimidin-4-ylamino)-phenyl]-4-dimethylamino-benzamide

HRID 1360346Notes

Reaction equation

HRID 1360346 reaction equation
F[C:2](F)(F)[C:3](O)=O.[CH:8]1[C:16]2[C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[O:13][C:12]=2[C:11]([C:21]2[N:26]=[C:25](NC3C=CC=C(N)C=3)[N:24]=[CH:23][CH:22]=2)=[CH:10][CH:9]=1.[CH3:35][N:36]([CH3:46])[C:37]1[CH:45]=[CH:44][C:40]([C:41](Cl)=[O:42])=[CH:39][CH:38]=1>N1C=CC=CC=1>[CH:8]1[C:16]2[C:15]3[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=3[O:13][C:12]=2[C:11]([C:21]2[N:26]=[CH:25][N:24]=[C:23]([NH:24][C:23]3[CH:22]=[C:21]([NH:26][C:41](=[O:42])[C:40]4[CH:44]=[CH:45][C:37]([N:36]([CH3:46])[CH3:35])=[CH:38][CH:39]=4)[CH:11]=[CH:2][CH:3]=3)[CH:22]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 44007824-(Dimethylamino)benzoyl chlorideHCID 66962991N-(6-dibenzofuran-4-yl-pyrimidinyl)-benzene-1,3-diamine trifluoroacetate2×

Product 1

HCID 66962968N-[3-(6-Dibenzofuran-4-yl-pyrimidin-4-ylamino)-phenyl]-4-dimethylamino-benzamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of N-(6-dibenzofuran-4-yl-pyrimidinyl)-benzene-1,3-diamine trifluoroacetate (compound A2) (500 mg, 1.1 mmol) in pyridine (10 mL) is added at 10° C. 4-dimethylaminobenzoyl chloride (222 mg, 1.21 mmol) portion wise. After 2 days at ambient temperature the mixture is evaporated and the crude product is purified by crystallization.

Workup

  1. customAfter 2 days at ambient temperature the mixture is evaporated
  2. customthe crude product is purified by crystallization

Sources & evidence

ORD record
ord-bc39cfe3089c49c19a74eaccff7afc7d
Source dataset
uspto-grants-2011_02
Patent number
US07879853B2

Reaction notes

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