Ammonia → HCID 71765382, compound

HRID 2272949Notes

Reaction equation

HRID 2272949 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH2:10][C:11]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:15][CH:14]=2)=O)[CH:7]=[CH:8][CH:9]=1)=O.[NH3:27]>CO>[CH2:20]([O:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[NH:27][C:3](=[O:2])[C:5]3[N:6]([CH:7]=[CH:8][CH:9]=3)[CH:10]=2)=[CH:14][CH:15]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 89826327HCID 89826327, compound

Product 1

HCID 71765382HCID 71765382, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 100 mg (0.286 mmol) 1-[2-(4-benzyloxy-phenyl)-2-oxo-ethyl]-1H-pyrrole-2-carboxylic acid methyl ester in a 7 M solution of ammonia in methanol is irradiated in a microwave apparatus at 90° C. for 18 h. The reaction mixture is cooled to room temperature and evaporated. The residue is chromatographed on a silica gel column with petrolether/ethylacetate as eluent to give 3-(4-benzyloxy-phenyl)-2H-pyrrolo[1,2-a]pyrazin-1-one as beige crystals; HPLC/MS 2.26 min (A), [M+H] 317.

Workup

  1. customis irradiated in a microwave apparatus at 90° C. for 18 h
  2. customevaporated
  3. customThe residue is chromatographed on a silica gel column with petrolether/ethylacetate as eluent

Sources & evidence

ORD record
ord-ad249859ebd64268b46acdae30273e46
Source dataset
uspto-grants-2015_09
Patent number
US09120805B2

Reaction notes

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