2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine → N-{5-[4-(5-Methylpyrazol-3-ylamino)pyrimidin-2-ylamino]benzothiazol-2-yl}-benzamide

HRID 2102827Notes

Reaction equation

HRID 2102827 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([NH:10][C:11](=[O:18])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:7][C:6]=2[CH:19]=1.Cl[C:21]1[N:26]=[C:25]([NH:27][C:28]2[CH:32]=[C:31]([CH3:33])[NH:30][N:29]=2)[CH:24]=[CH:23][N:22]=1>C(O)C>[CH3:33][C:31]1[NH:30][N:29]=[C:28]([NH:27][C:25]2[CH:24]=[CH:23][N:22]=[C:21]([NH:1][C:2]3[CH:3]=[CH:4][C:5]4[S:9][C:8]([NH:10][C:11](=[O:18])[C:12]5[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=5)=[N:7][C:6]=4[CH:19]=3)[N:26]=2)[CH:32]=1

Participants

4

Reactant 2

HCID 231324822-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 23132485N-(5-aminobenzothiazol-2-yl)benzamide

Product 1

HCID 23132470N-{5-[4-(5-Methylpyrazol-3-ylamino)pyrimidin-2-ylamino]benzothiazol-2-yl}-benzamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-{5-[4-(5-Methylpyrazol-3-ylamino)pyrimidin-2-ylamino]benzothiazol-2-yl}benzamide was prepared by beating a mixture of N-(5-aminobenzothiazol-2-yl)benzamide (IM 5, 35 mg, 0.13 mmol) and (2-chloropyrimidin-4-yl)-(5-methylpyrazol-3-yl)amine (IM 11, 30 mg, 0.143 mmol) in ethanol (3 mL) to 80° C. for 9 h. The precipitate was separated by filtration, washed with ethanol and dried (32 mg, 72 μmol, 56%) LC/ESI-MS: m/z=443 [M+H]+; m/z 441 [M−H]−; Rt=2.92 min.

Workup

  1. customThe precipitate was separated by filtration
  2. washwashed with ethanol
  3. customdried (32 mg, 72 μmol, 56%) LC/ESI-MS

Sources & evidence

ORD record
ord-1f4c990b9d134c9ca364c78e574714e5
Source dataset
uspto-grants-2009_08
Patent number
US07576090B2

Reaction notes

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