Diisopropylethylamine → HCID 178432942, compound

HRID 1510403Notes

Reaction equation

HRID 1510403 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:13]=[C:12]([CH:14]3[CH2:16][CH2:15]3)[NH:11][N:10]=2)[CH:5]=[C:4]([CH3:17])[N:3]=1.[C:18]1([C:24]2[CH:28]=[C:27]([CH2:29][NH2:30])[O:26][N:25]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([N:34](C(C)C)CC)(C)C>C(O)CCC>[CH:14]1([C:12]2[NH:11][N:10]=[C:9]([NH:8][C:6]3[N:7]=[C:2]([NH:30][CH2:29][C:27]4[O:26][N:25]=[C:24]([C:18]5[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=5)[CH:28]=4)[NH:3][C:4]([CH3:17])([NH2:34])[CH:5]=3)[CH:13]=2)[CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27641651-(3-Phenyl-1,2-oxazol-5-yl)methanamineHCID 598196152-chloro-N-(3-cyclopropyl-1H-pyrazol-5-yl)-6-methylpyrimidin-4-amine

Product 1

HCID 178432942HCID 178432942, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 2-chloro-6-methylpyrimidin-4-yl-(5-cyclopropyl-1H-pyrazol-3-yl)-amine (1.9 g, 7.6 mmol), 3-phenylisoxazol-5-ylmethylamine (1.7 g, 9.9 mmol) and diisopropylethylamine (1.8 mL, 11 mmol) in 1-butanol (30 mL) was heated to 160° C. in a 50 mL sealed tube for 8 h. The hot mixture was filtered to give the desired product (1.7 g, 58%) as a white solid.

Workup

  1. customsealed tube for 8 h
  2. filtrationThe hot mixture was filtered

Sources & evidence

ORD record
ord-0ec21bca8b814c13b8756d3900e311a8
Source dataset
uspto-grants-2012_07
Patent number
US08211929B2

Reaction notes

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