Water → HCID 178439373, compound

HRID 1176023Notes

Reaction equation

HRID 1176023 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][C:13]2[NH:14][N:15]=[C:16]([CH:18]([CH3:20])[CH3:19])[CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(OC([N:28]1[C:36]2[C:31](=[CH:32][CH:33]=[C:34]([NH2:37])[CH:35]=2)[C:30](=[O:38])[NH:29]1)=O)(C)(C)C.O>CN1C(=O)CCC1>[CH:18]([C:16]1[CH:17]=[C:13]([NH:12][C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=[C:2]([NH:37][C:34]3[CH:35]=[C:36]4[C:31]([C:30](=[O:38])[NH:29][NH:28]4)=[CH:32][CH:33]=3)[N:11]=2)[NH:14][N:15]=1)([CH3:20])[CH3:19]

Participants

5

Reactant 3

HCID 962WaterHCID 574980196-Amino-3-oxo-2,3-dihydro-indazole-1-carboxylic acid tert-butyl esterHCID 178439368HCID 178439368, compound

Product 1

HCID 178439373HCID 178439373, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of (2-chloro-quinazolin-4-yl)-(5-isopropyl-2H-pyrazol-3-yl)-amine (50 mg, 0.17 mmol) in NMP (1 mL) was added 6-amino-3-oxo-2,3-dihydro-indazole-1-carboxylic acid tert-butyl ester (65 mg, 0.26 mmol). The mixture was heated at 130° C. for 3 hrs, cooled to room temperature, and then poured into water. The crude material was collected by filtration and treated with TFA in CH2Cl2 for 30 min.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe crude material was collected by filtration
  3. additiontreated with TFA in CH2Cl2 for 30 min.

Sources & evidence

ORD record
ord-398c40d1754e4e608d7ed4055fb8ecd9
Source dataset
uspto-grants-2010_11
Patent number
US07842712B2

Reaction notes

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