3-Dimethylaminobenzoyl chloride hydrochloride → n-[3-(6-Dibenzofuran-4-yl-pyrimidin-4-ylamino)-phenyl]-3-dimethylamino-benzamide

HRID 1360347Notes

Reaction equation

HRID 1360347 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.Cl.[CH3:36][N:37]([CH3:47])[C:38]1[CH:39]=[C:40]([CH:44]=[CH:45][CH:46]=1)[C:41](Cl)=[O:42]>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][CH:46]=[C:38]([N:37]([CH3:47])[CH3:36])[CH:39]=4)[CH:11]=[CH:2][CH:3]=3)[CH:22]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 227323093-Dimethylaminobenzoyl chloride hydrochlorideHCID 66962991N-(6-dibenzofuran-4-yl-pyrimidinyl)-benzene-1,3-diamine trifluoroacetate2×

Product 1

HCID 66963126n-[3-(6-Dibenzofuran-4-yl-pyrimidin-4-ylamino)-phenyl]-3-dimethylamino-benzamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of N-(6-dibenzofuran-4-yl-pyrimidin-4-yl)-benzene-1,3-diamine trifluoroacetate (compound A2) (500 mg, 1.1 mmol) in pyridine (10 mL) is added at 10° C. 3-dimethylaminobenzoyl chloride HCl (288 mg, 1.21 mmol) portion wise. After 48 h at ambient temperature the mixture is evaporated and the crude product is purified by flash chromatography.

Workup

  1. customAfter 48 h at ambient temperature the mixture is evaporated
  2. customthe crude product is purified by flash chromatography

Sources & evidence

ORD record
ord-dcf2326540a045678553619aeed1fc00
Source dataset
uspto-grants-2011_02
Patent number
US07879853B2

Reaction notes

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