Ammonium formate → 1-Benzyl-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642467Notes

Reaction equation

HRID 642467 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:26])=[C:8]2[C:16](Br)=[C:15](Br)[N:14]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:9]2=[C:10]([C:12]#[N:13])[N:11]=1)=[O:5])[CH3:2].C([O-])=O.[NH4+]>[Pd]>[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:26])=[C:8]2[CH:16]=[CH:15][N:14]([CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:9]2=[C:10]([C:12]#[N:13])[N:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 684275281-Benzyl-2,3-dibromo-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 684277551-Benzyl-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Prepared in analogy to that of Example 6(a) from 1-benzyl-2,3-dibromo-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester, ammonium formate and Pd/C. The title compound, ESI MS (m/z): 322 (M+H)+.

Sources & evidence

ORD record
ord-45fb1dc36a7a46ccb941e9ce0e50a762
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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