Ammonia → HCID 57837472, compound

HRID 731717Notes

Reaction equation

HRID 731717 reaction equation
[CH:1]([C:4]1[CH:12]=[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2].Cl[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][C:21](Cl)=[O:22].[Al+3].[Cl-].[Cl-].[Cl-].[Cl-].[NH3:29].[Na+].[I-]>CO>[NH2:29][CH:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:14]=1)[C:21]([C:12]1[C:4]([CH:1]([CH3:3])[CH3:2])=[N:5][N:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=12)=[O:22]

Participants

8

Reactant 6

HCID 222AmmoniaHCID 312ChlorideHCID 5238Sodium IodideHCID 182669Acetyl chloride, 2-(2-chlorophenyl)-HCID 6451240Aluminum(III) ChlorideHCID 113786582-Isopropylpyrazolo[1,5-a]pyridine

Product 1

HCID 57837472HCID 57837472, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.5 ml (21.8 mmol) of 2-isopropylpyrazolo[1,5-a]pyridine, 2 ml (10.5 mmol) of 2-chloro-phenylacetyl chloride and 300 mg of AlCl3 were stirred at RT for 4 days. The resulting 1.5 g of crude chloride was dissolved in 150 ml of MeOH, and reacted with NH3 (gas) in presence of 20 mg of NaI at 400° C. for 3 days to get 1.2 g of crude product, followed by purification on an Al2O3 column to obtain 220 mg of 2-amino-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-2-phenylethanone. Compound 1039.

Workup

  1. customto get 1.2 g of crude product
  2. customfollowed by purification on an Al2O3 column

Sources & evidence

ORD record
ord-2024dff7c85a46e2b43a9e4596128fb6
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

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