Dimethyl Sulfoxide → 2-Chloro-4-(3-hydroxy-2-methylpyrrolidin-1-yl)-5-methylbenzonitrile

Reaction equation

[CH3:26][S:27](=[O:28])[CH3:29].[Cl:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][c:7]([CH3:11])[c:8]([F:10])[cH:9]1.[Li+:19].[Li+:20].[O-:21][C:22](=[O:23])[O-:24].[OH2:25].[OH:12][CH:13]1[CH:14]([CH3:18])[NH:15][CH2:16][CH2:17]1>>[Cl:1][c:2]1[c:3]([C:4]#[N:5])[cH:6][c:7]([CH3:11])[c:8]([N:15]2[CH:14]([CH3:18])[CH:13]([OH:12])[CH2:17][CH2:16]2)[cH:9]1

Participants

Reactant 6

HCID 679Dimethyl Sulfoxide

HCID 962Water

HCID 19660Carbonate Ion

HCID 28486Lithium Cation2×

HCID 224758632-Methylpyrrolidin-3-ol

HCID 569655632-Chloro-4-fluoro-5-methylbenzonitrile

Product 1

HCID 722727242-Chloro-4-(3-hydroxy-2-methylpyrrolidin-1-yl)-5-methylbenzonitrile

Sources & evidence

ORD record: ord-4b787dd6be4446dd8ebb5208b976a492
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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