2-(4-Fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester → 1-Benzyl-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642224Notes

Reaction equation

HRID 642224 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:28])=[C:8]2[CH:14]=[C:13]([C:15]3[CH:20]=[CH:19][C:18](F)=[CH:17][CH:16]=3)[N:12]([C:22]3C=CC=CC=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2].C(OC(C1C(O)=C2C(Br)=C(Br)N(CC3C=CC=CC=3)C2=CN=1)=O)C>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:28])=[C:8]2[CH:14]=[CH:22][N:12]([CH2:13][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 684278502-(4-Fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 684285581-benzyl-2,3-dibromo-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 684277721-Benzyl-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Procedure

Prepared in analogy to that of 2-(4-fluoro-phenyl)-4-hydroxy-1-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester from 1-benzyl-2,3-dibromo-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester. The title compound, ESI MS (m/z): 297 (M+H+).

Sources & evidence

ORD record
ord-94c2787e278f4582b1ad2827a71b2e40
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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