Acetic Anhydride → 4-Acetoxy-1-benzyl-7-cyano-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642468Notes

Reaction equation

HRID 642468 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:24])=[C:8]2[CH:16]=[CH:15][N:14]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:9]2=[C:10]([C:12]#[N:13])[N:11]=1)=[O:5])[CH3:2].[C:25](OC(=O)C)(=[O:27])[CH3:26]>C(N(CC)CC)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([O:24][C:25](=[O:27])[CH3:26])=[C:8]2[CH:16]=[CH:15][N:14]([CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:9]2=[C:10]([C:12]#[N:13])[N:11]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 684277551-Benzyl-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 684278514-Acetoxy-1-benzyl-7-cyano-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Prepared in analogy to that of Example 120(a) from 1-benzyl-7-cyano-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester, acetic anhydride, and triethylamine. The title compound, ESI MS (m/z): 364 (M+H)+.

Sources & evidence

ORD record
ord-34834b1abf684645971ac7a4d5bfbdb8
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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