Toluene → HCID 86692017, compound

HRID 1498605Notes

Reaction equation

HRID 1498605 reaction equation
[CH:1]1([NH:4][C:5](=[O:23])[C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:16]4[CH:17]=[C:18]([Br:22])[N:19]=[C:20](Br)[C:15]4=[N:14][CH:13]=3)=[CH:8][CH:7]=2)[CH2:3][CH2:2]1.[NH2:24][CH2:25][CH2:26][CH2:27][OH:28].C1(C)C=CC=CC=1>CN(C)C=O>[Br:22][C:18]1[N:19]=[C:20]([NH:24][CH2:25][CH2:26][CH2:27][OH:28])[C:15]2[N:16]([C:12]([C:9]3[CH:10]=[CH:11][C:6]([C:5]([NH:4][CH:1]4[CH2:2][CH2:3]4)=[O:23])=[CH:7][CH:8]=3)=[CH:13][N:14]=2)[CH:17]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 90863-Amino-1-propanolHCID 86692018HCID 86692018, compound

Product 1

HCID 86692017HCID 86692017, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 500 mg (1.15 mmol) N-cyclopropyl-4-(6,8-dibromoimidazo[1,2-a]pyrazin-3-yl)benzamide which was prepared according to intermediate example 1b in 15 mL N,N-dimethylformamide were added 261 μL 3-aminopropan-1-ol and the mixture was stirred at 40° C. for 6 hours. Toluene was added and the solvents removed. The residue was purified by chromatography to give 453 mg (92%) of the title compound.

Workup

  1. customthe solvents removed
  2. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-2738508f2fe04e0797c90fcdafa2e693
Source dataset
uspto-grants-2015_12
Patent number
US09199999B2

Reaction notes

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