Potassium Phosphate, Tribasic → 6-(2-Amino-6-chloro-pyrimidin-4-yloxy)-benzo[d]isothiazole-3-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-amide

HRID 556359Notes

Reaction equation

HRID 556359 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[C:4]([Cl:9])[N:3]=1.[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25]([C:27]3[C:31]4[CH:32]=[CH:33][C:34]([OH:36])=[CH:35][C:30]=4[S:29][N:28]=3)=[O:26])=[CH:20][C:19]=2[C:37]([F:40])([F:39])[F:38])[CH2:13][CH2:12]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>CN1C(=O)CCC1>[CH3:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25]([C:27]3[C:31]4[CH:32]=[CH:33][C:34]([O:36][C:6]5[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([NH2:1])[N:7]=5)=[CH:35][C:30]=4[S:29][N:28]=3)=[O:26])=[CH:20][C:19]=2[C:37]([F:40])([F:38])[F:39])[CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 655222-Amino-4,6-dichloropyrimidineHCID 136346629HCID 136346629, compound

Product 1

HCID 866266266-(2-Amino-6-chloro-pyrimidin-4-yloxy)-benzo[d]isothiazole-3-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-amide

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

Prepared as described in step 6.3 from 401 mg (2.45 mMol) 2-amino-4,6-dichloropyrimidine, 785 mg (1.74 mMol) 6-hydroxy-benzo[d]isothiazole-3-carboxylic acid [4-(4-methyl-piperazin-1-ylmethyl)-3-trifluoromethyl-phenyl]-amide and 1.5 g (7.1 mMol) K3PO4 in 45 ml NMP: MS: [M+1]+=578/580; HPLC: tRet=14.9.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-45d407ae9d2545ecaaed3179b81d2890
Source dataset
uspto-grants-2011_11
Patent number
US08058276B2

Reaction notes

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