Dimethylformamide → 3-(5-Bromo-2-chloro-pyrimidin-4-yloxy)-propionic acid tert-butyl ester

Reaction equation

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

Participants

Reactant 5

HCID 6228Dimethylformamide

HCID 19660Carbonate Ion

HCID 104967Cesium cation2×

HCID 2899735-Bromo-2,4-dichloropyrimidine

HCID 16218743tert-Butyl 3-hydroxypropanoate

Product 1

HCID 595508803-(5-Bromo-2-chloro-pyrimidin-4-yloxy)-propionic acid tert-butyl ester

Sources & evidence

ORD record: ord-dae4f0e2dad14d659ca6b1ab69b3b9cb
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (10/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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