Methanol → Tert-butyl 6-chloropyridine-3-carboxylate

HRID 2141847Notes

Reaction equation

HRID 2141847 reaction equation
[C:15]([CH3:16])([CH3:17])([CH3:18])[OH:19].[CH3:20][CH2:21][N:22]([CH2:23][CH3:24])[CH2:25][CH3:26].[CH3:44][OH:45].[Cl:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[OH:8])[cH:9][cH:10]1.[Cl:27][c:28]1[cH:29][cH:30][c:31]([C:32]([O:33][CH:34]([CH3:35])[CH3:36])=[O:37])[cH:38][n:39]1.[Cl:40][CH2:41][Cl:42].[OH2:43].[S:11]([Cl:12])([Cl:13])=[O:14]>>[Cl:1][c:2]1[n:3][cH:4][c:5]([C:6](=[O:7])[O:8][C:15]([CH3:16])([CH3:17])[CH3:18])[cH:9][cH:10]1

Participants

9

Reactant 8

HCID 887MethanolHCID 962WaterHCID 6344DichloromethaneHCID 6386tert-ButanolHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 792226-Chloronicotinic acidHCID 23512700Isopropyl 6-chloronicotinate

Product 1

HCID 11521348Tert-butyl 6-chloropyridine-3-carboxylate

Sources & evidence

ORD record
ord-3ec98b70900a427c839fe3c2c72bb118
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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