3-Isopropylbenzaldehyde → HCID 77933899, compound

HRID 1878589Notes

Reaction equation

HRID 1878589 reaction equation
[N:1]1([C:7]2[N:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=4)[CH:15]=[C:11]3[N:10]=[C:9]([NH:22][NH2:23])[CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:24]([C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=1)[CH:30]=O)([CH3:26])[CH3:25]>C(O)C>[CH:24]([C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=1)[CH:30]=[N:23][NH:22][C:9]1[CH:8]=[C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[N:12]2[N:13]=[C:14]([C:16]3[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:15]=[C:11]2[N:10]=1)([CH3:26])[CH3:25]

Participants

4

Reactant 2

HCID 5206803-IsopropylbenzaldehydeHCID 70867116HCID 70867116, compound

Product 1

HCID 77933899HCID 77933899, compoundYield 26.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

There was dissolved, in ethanol (2 mL), (7-morpholin-4-yl-2-pyridin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-hydrazine (30.1 mg, 0.0967 mM), then 3-isopropyl-benzaldehyde (14.3 mg, 0.0967 mM) was added to the solution and the mixture was stirred at room temperature overnight. The solvent was distilled off from this reaction liquid, the resulting residue was purified by the reversed phase HPLC and then subjected to a desalting treatment to thus give the title compound (11.3 mg, yield: 26%).

Workup

  1. distillationThe solvent was distilled off from this reaction liquid
  2. customthe resulting residue was purified by the reversed phase HPLC

Sources & evidence

ORD record
ord-055a341b2fd14d15b0f9319f12ba2c77
Source dataset
uspto-grants-2012_11
Patent number
US08314098B2

Reaction notes

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