Dimethylformamide → tert-butyl 3-(2-chloropyrimidin-4-yloxy)azetidine-1-carboxylate

HRID 1566630Notes

Reaction equation

HRID 1566630 reaction equation
[C:21](=[O:22])([O-:23])[O-:24].[CH3:27][N:28]([CH3:29])[CH:30]=[O:31].[CH3:32][CH2:33][O:34][C:35](=[O:36])[CH3:37].[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6]([Cl:8])[n:7]1.[Cs+:25].[Cs+:26].[OH:9][CH:10]1[CH2:11][N:12]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:13]1>>[Cl:1][c:2]1[n:3][cH:4][cH:5][c:6]([O:9][CH:10]2[CH2:11][N:12]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:13]2)[n:7]1

Participants

7

Reactant 6

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 775312,4-DichloropyrimidineHCID 104967Cesium cation2×HCID 2756801Tert-butyl 3-hydroxyazetidine-1-carboxylate

Product 1

HCID 77231488tert-butyl 3-(2-chloropyrimidin-4-yloxy)azetidine-1-carboxylate

Sources & evidence

ORD record
ord-3444aafb209945fd80fd50fae485a920
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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