Diazomethane → HCID 20483787, compound

HRID 648017Notes

Reaction equation

HRID 648017 reaction equation
[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH2:16][CH:17]([C:18]([OH:20])=[O:19])[C:12]2=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+](=[CH2:23])=[N-]>ClCCl>[C:1]([C:9]1[N:13]2[CH2:14][CH2:15][CH2:16][CH:17]([C:18]([O:20][CH3:23])=[O:19])[C:12]2=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 13487076HCID 13487076, compound

Product 1

HCID 20483787HCID 20483787, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 269 mg. of 3-benzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylic acid in 10 ml. of dichloromethane is treated with an excess of ethereal diazomethane, and the reaction mixture is maintained at room temperature for 30 minutes. The solvents and excess reagent are eliminated under reduced pressure and the residue crystallized from ethyl acetate-methanol, to yield methyl 3-benzoyl-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylate.

Workup

  1. customthe residue crystallized from ethyl acetate-methanol

Sources & evidence

ORD record
ord-78fc8aa50e7a476ca4e1568170649cee
Source dataset
uspto-grants-1983_10
Patent number
US04410534

Reaction notes

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