Water → HCID 9797484, compound

HRID 2415438Notes

Reaction equation

HRID 2415438 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13](=[O:17])[N:12]([CH2:18][C:19](O)=[O:20])[CH2:11][CH2:10]2.C(N1C=CN=C1)([N:27]1C=CN=C1)=O.C([O-])(=O)C.[NH4+].O>CN(C=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:22]=[CH:23][CH:24]=1)[CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[C:13](=[O:17])[N:12]([CH2:18][C:19]([NH2:27])=[O:20])[CH2:11][CH2:10]2

Participants

6

Reactant 4

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 517165Ammonium AcetateHCID 22641917HCID 22641917, compound

Product 1

HCID 9797484HCID 9797484, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of [6-(3-fluoro-benzyloxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid (0.245 mg, 0.744 mmol) and 1,1′-carbonyl-diimidazole (0.229 mg, 1.41 mmol) in N,N′-dimethylformamide (6 mL) was stirred at room temperature for 0.5 h. Ammonium acetate (0.917 g, 11 mol) was added and the mixture was stirred 2 h. Water was added and the mixture was extracted with ethyl acetate. Drying and evaporation of the solvent left a solid which was recrystallised with ethyl acetate and ether. MS: m/e=329.3 (M+H+).

Workup

  1. stirringthe mixture was stirred 2 h
  2. extractionthe mixture was extracted with ethyl acetate
  3. customDrying
  4. customevaporation of the solvent
  5. waitleft a solid which
  6. customwas recrystallised with ethyl acetate and ether

Sources & evidence

ORD record
ord-969d748d9ed44d1b840831f0f4a0e27b
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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