Dichloromethane → 5-Chloro-4-fluoro-1H-pyrrolo[2,3-B]pyridine

Reaction equation

[CH2:23]([N+:24]([CH2:25][CH2:26][CH2:27][CH3:28])([CH2:29][CH2:30][CH2:31][CH3:32])[CH2:33][CH2:34][CH2:35][CH3:36])[CH2:37][CH2:38][CH3:39].[CH2:43]1[O:44][CH2:45][CH2:46][CH2:47]1.[Cl:1][c:2]1[c:3]([F:21])[c:4]2[c:5]([n:6][cH:7]1)[n:8]([Si:11]([CH:12]([CH3:13])[CH3:14])([CH:15]([CH3:16])[CH3:17])[CH:18]([CH3:19])[CH3:20])[cH:9][cH:10]2.[Cl:40][CH2:41][Cl:42].[F-:22]>>[Cl:1][c:2]1[c:3]([F:21])[c:4]2[c:5]([n:6][cH:7]1)[nH:8][cH:9][cH:10]2

Participants

Reactant 5

HCID 6344Dichloromethane

HCID 8028Tetrahydrofuran

HCID 16028Tetrabutylammonium

HCID 28179Fluoride Ion

HCID 602052735-Chloro-4-fluoro-1-(tris(1-methylethyl)silyl)-1H-pyrrolo(2,3-b)pyridine

Product 1

HCID 534129535-Chloro-4-fluoro-1H-pyrrolo[2,3-B]pyridine

Sources & evidence

ORD record: ord-1d07f1f2125346169da93e34fc00a65f
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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