3-Chloro-1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester → 7-Chloro-1-(4-fluoro-phenyl)-4-hydroxy-3-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642238Notes

Reaction equation

HRID 642238 reaction equation
C(OC(C1C(O)=C2C([Cl:15])=C(C3C=CC(F)=CC=3)N(C3C=CC(F)=CC=3)C2=CN=1)=O)C.[CH2:31]([O:33][C:34]([C:36]1[C:37]([OH:58])=[C:38]2[C:44]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)=[CH:43][N:42]([C:51]3[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=3)[C:39]2=[CH:40][N:41]=1)=[O:35])[CH3:32]>>[CH2:31]([O:33][C:34]([C:36]1[C:37]([OH:58])=[C:38]2[C:44]([C:45]3[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=3)=[CH:43][N:42]([C:51]3[CH:52]=[CH:53][C:54]([F:57])=[CH:55][CH:56]=3)[C:39]2=[C:40]([Cl:15])[N:41]=1)=[O:35])[CH3:32]

Participants

3

Reactant 2

HCID 684277533-Chloro-1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl esterHCID 684282261-(4-Fluoro-phenyl)-4-hydroxy-3-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 866173507-Chloro-1-(4-fluoro-phenyl)-4-hydroxy-3-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Procedure

Prepared in analogy to that of 3-chloro-1,2-bis-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester from 1-(4-Fluoro-phenyl)-4-hydroxy-3-phenyl-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester. The title compound, 1H NMR (200 MHz, CDCl3): δ (ppm)=11.82 (s, 1H), 7.7-7.1 (m, 10H), 4.51 (q, 2H, J=6.8 Hz), 1.46 (t, 3H, J=6.8 Hz).

Sources & evidence

ORD record
ord-a442f444a8074dbe945c06ae9abfb6e6
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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