Hydrazine hydrate (1:1) → HCID 66953080, compound

HRID 1879929Notes

Reaction equation

HRID 1879929 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]2[CH:23]=[CH:22][C:21]([CH2:24][N:25]3[CH2:30][CH2:29][O:28][CH2:27][CH2:26]3)=[CH:20][N:8]2[C:9](=[O:19])[C:10]=1[O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O.O.[NH2:32][NH2:33]>CO>[CH2:12]([O:11][C:10]1[C:9](=[O:19])[N:8]2[CH:20]=[C:21]([CH2:24][N:25]3[CH2:26][CH2:27][O:28][CH2:29][CH2:30]3)[CH:22]=[CH:23][C:7]2=[N:6][C:5]=1[C:3]([NH:32][NH2:33])=[O:2])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 58101157HCID 58101157, compound

Product 1

HCID 66953080HCID 66953080, compoundYield 80.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-benzyloxy-7-morpholin-4-ylmethyl-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylic acid methyl ester (AU2007001980) (1 g, 2.44 mmol) in methanol (15 ml), hydrazine hydrate (1.44 g, 85% content, 24.4 mmol) was added at room temperature. The mixture was stirred for 1 hour. After most of the solvent was evaporated under reduced pressure, 15 ml of water was added. The mixture was extracted with dichloromethane three times, and the extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated to dryness to give the titled product (807 mg, 80.7%).

Workup

  1. customAfter most of the solvent was evaporated under reduced pressure, 15 ml of water
  2. additionwas added
  3. extractionThe mixture was extracted with dichloromethane three times
  4. washthe extracts were washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-124e40202bd54061a6bee9951d20101e
Source dataset
uspto-grants-2012_11
Patent number
US08318732B2

Reaction notes

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