Dimethyl Sulfoxide → 4-[(6-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline

HRID 835970Notes

Reaction equation

HRID 835970 reaction equation
[C:14](=[O:15])([O-:16])[O-:17].[CH3:37][S:38]([CH3:39])=[O:40].[CH3:41][CH2:42][O:43][C:44](=[O:45])[CH3:46].[Cl:1][c:2]1[cH:3][c:4]([N+:11]([O-:12])=[O:13])[c:5]2[c:6]([n:7]1)[nH:8][cH:9][cH:10]2.[K+:18].[K+:19].[NH2:28][c:29]1[cH:30][c:31]([F:36])[c:32]([OH:35])[cH:33][cH:34]1.[Na+:26].[Na+:27].[S:20]([S:21]([O-:22])=[O:23])([O-:24])=[O:25]>>[Cl:1][c:2]1[cH:3][c:4]([O:35][c:32]2[c:31]([F:36])[cH:30][c:29]([NH2:28])[cH:34][cH:33]2)[c:5]2[c:6]([n:7]1)[nH:8][cH:9][cH:10]2

Participants

9

Reactant 8

HCID 679Dimethyl SulfoxideHCID 813Potassium Cation2×HCID 923Sodium ion2×HCID 1086DithioniteHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 2735918Phenol, 4-amino-2-fluoro-HCID 179793386-chloro-4-nitro-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 179792844-[(6-Chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline

Sources & evidence

ORD record
ord-0596e70d5612486fbdf550e8e6eec388
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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