Methanol → (3-Bromo-5,7-difluoro-quinolin-6-yl)-acetic acid hydrazide

Reaction equation

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

Participants

Reactant 5

HCID 887Methanol

HCID 9321Hydrazine

HCID 24386Thionyl Chloride

HCID 59320329Methyl 2-(3-bromo-5,7-difluoroquinolin-6-yl)acetate

HCID 593204392-(3-Bromo-5,7-difluoroquinolin-6-yl)acetic acid

Product 1

HCID 59320448(3-Bromo-5,7-difluoro-quinolin-6-yl)-acetic acid hydrazide

Sources & evidence

ORD record: ord-648f2bc92aa84b7ebf99c0be2f6b801c
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (6/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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