Methanol → 5-Bromo-2,3-dimethyl-1H-pyrrolo[2,3-B]pyridine

Reaction equation

[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[n:8]([S:13]([c:14]1[cH:15][cH:16][cH:17][cH:18][cH:19]1)(=[O:20])=[O:21])[c:9]([CH3:12])[c:10]2[CH3:11].[CH2:30]1[O:31][CH2:32][CH2:33][CH2:34]1.[CH3:24][CH2:25][O:26][C:27]([CH3:28])=[O:29].[CH3:35][OH:36].[Na+:23].[OH-:22]>>[Br:1][c:2]1[cH:3][c:4]2[c:5]([n:6][cH:7]1)[nH:8][c:9]([CH3:12])[c:10]2[CH3:11]

Participants

Reactant 6

HCID 887Methanol

HCID 923Sodium Ion

HCID 961Hydroxide

HCID 8028Tetrahydrofuran

HCID 8857Ethyl Acetate

HCID 684585315-bromo-2,3-dimethyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 193926125-Bromo-2,3-dimethyl-1H-pyrrolo[2,3-B]pyridine

Sources & evidence

ORD record: ord-69a57a8d13254ebd9ac9e8f8e085012a
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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