4-(6-Phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde → HCID 178420107, compound

HRID 1851268Notes

Reaction equation

HRID 1851268 reaction equation
[C:1]1([C:7]2[C:8]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=3)=[N:9][C:10]3[N:11]([N:13]=[CH:14][CH:15]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH:25]1[CH2:30][CH2:29][CH:28]([C:31]2[NH:39][C:34]3=[N:35][CH:36]=[CH:37][CH:38]=[C:33]3[N:32]=2)[CH2:27][CH2:26]1>CN(C=O)C>[C:1]1([C:7]2[C:8]([C:16]3[CH:23]=[CH:22][C:19]([CH2:20][N:25]4[CH2:26][CH2:27][CH:28]([C:31]5[NH:39][C:34]6=[N:35][CH:36]=[CH:37][CH:38]=[C:33]6[N:32]=5)[CH2:29][CH2:30]4)=[CH:18][CH:17]=3)=[N:9][C:10]3[N:11]([N:13]=[CH:14][CH:15]=3)[CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 866306654-(6-Phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehydeHCID 178478275HCID 178478275, compound

Product 1

HCID 178420107HCID 178420107, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

251.4 mg (0.84 mmol) 4-(6-phenylpyrazolo[1,5-a]pyrimidin-5-yl)benzaldehyde, a suspension in 10 mL DMF and 238 mg (1 mmol) 2-piperidine-4-yl-3H-imidazo[4,5-b]pyridine hydrochloride salt were stirred and treated as described in example 15.0. After stirring overnight at room temperature, the reaction mixture was worked up as described in example 15. After purification 90 mg of the desired product were obtained.

Workup

  1. additiontreated
  2. customAfter purification 90 mg of the desired product
  3. customwere obtained

Sources & evidence

ORD record
ord-f16be0c1e4b840c5ba24471fb26e20e1
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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