Dimethylformamide → 2-Chloro-4-[1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-pyridine

Reaction equation

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

Participants

Reactant 6

HCID 6228Dimethylformamide

HCID 6344Dichloromethane

HCID 19660Carbonate Ion

HCID 104967Cesium cation2×

HCID 51515952-Chloropyridine-4-boronic acid

HCID 467394664-bromo-1-(oxan-2-yl)-1H-pyrazole

Product 1

HCID 595343552-Chloro-4-[1-(tetrahydro-pyran-2-yl)-1H-pyrazol-4-yl]-pyridine

Sources & evidence

ORD record: ord-9fd1946ff8fb4450952c37a351d8c970
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (9/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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