3-Hydroxy-5-chloropyridine → Ethyl 3-((1-(tert-butoxycarbonyl)-3-methylpyrrolidin-3-yl)methoxy)picolinate

HRID 869666Notes

Reaction equation

HRID 869666 reaction equation
[OH:1][CH2:2][C:3]1([CH3:15])[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1.O[C:17]1[C:18]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[N:19][CH:20]=[CH:21][CH:22]=1.ClC1C=C(O)C=NC=1>>[C:11]([O:10][C:8]([N:5]1[CH2:6][CH2:7][C:3]([CH2:2][O:1][C:17]2[C:18]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[N:19][CH:20]=[CH:21][CH:22]=2)([CH3:15])[CH2:4]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 5823053-Hydroxy-5-chloropyridineHCID 15080989Ethyl 3-hydroxypicolinateHCID 597084561-Boc-3-methylpyrrolidine-3-methanol

Product 1

HCID 66962165Ethyl 3-((1-(tert-butoxycarbonyl)-3-methylpyrrolidin-3-yl)methoxy)picolinate

Procedure

The title compound was prepared according to the procedure described in Step 1 of EXAMPLE 29 using tert-butyl 3-(hydroxymethyl)-3-methylpyrrolidine-1-carboxylate and ethyl 3-hydroxypicolinate instead of (R)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate and 5-chloropyridin-3-ol.

Sources & evidence

ORD record
ord-9defc98024be4d2a8def6ff1ac2475c5
Source dataset
uspto-grants-2015_03
Patent number
US08969383B2

Reaction notes

Loading…