2,3,6-Trifluorobenzaldehyde → [5-(3-Methanesulfonyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-(2,3,6-trifluoro-phenyl)-methanone

HRID 1964866Notes

Reaction equation

HRID 1964866 reaction equation
[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH:4]=[O:5].N1C=CC=C(C2C=C3C=CNC3=NC=2)C=1.[CH3:27][S:28]([C:31]1[CH:32]=[C:33]([C:37]2[CH:38]=[C:39]3[CH:45]=[CH:44][NH:43][C:40]3=[N:41][CH:42]=2)[CH:34]=[CH:35][CH:36]=1)(=[O:30])=[O:29]>>[CH3:27][S:28]([C:31]1[CH:32]=[C:33]([C:37]2[CH:38]=[C:39]3[C:45]([C:4]([C:3]4[C:6]([F:11])=[CH:7][CH:8]=[C:9]([F:10])[C:2]=4[F:1])=[O:5])=[CH:44][NH:43][C:40]3=[N:41][CH:42]=2)[CH:34]=[CH:35][CH:36]=1)(=[O:29])=[O:30]

Participants

4

Reactant 3

HCID 5178452,3,6-TrifluorobenzaldehydeHCID 513585515-(Pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridineHCID 580868995-(3-methanesulfonyl-phenyl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 58086752[5-(3-Methanesulfonyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-(2,3,6-trifluoro-phenyl)-methanone

Procedure

was prepared using the protocol of Steps 3 and 4 of Scheme 17, substituting propane-2-sulfonic acid (2,4-difluoro-3-formyl-phenyl)-amide with 2,3,6-Trifluoro-benzaldehyde and 5-pyridin-3-yl-1H-pyrrolo[2,3-b]pyridine 89 with 5-(3-methanesulfonyl-phenyl)-1H-pyrrolo[2,3-b]pyridine in Step 3. MS(ESI) [M−H+]−=429.0.

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-ed1afcea4b3d4e20993cadba3364f60b
Source dataset
uspto-grants-2013_04
Patent number
US08415469B2

Reaction notes

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