4-Nitrophenyl chloroformate → 3-(5-Bromo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl ester

HRID 2097577Notes

Reaction equation

HRID 2097577 reaction equation
Cl.[NH:2]1[CH2:5][CH:4]([O:6][C:7]2[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][N:8]=2)[CH2:3]1.Cl[C:15]([O:17][C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][CH:19]=1)=[O:16]>>[N+:24]([C:21]1[CH:20]=[CH:19][C:18]([O:17][C:15]([N:2]2[CH2:3][CH:4]([O:6][C:7]3[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][N:8]=3)[CH2:5]2)=[O:16])=[CH:23][CH:22]=1)([O-:26])=[O:25]

Participants

3

Reactant 2

HCID 821294-Nitrophenyl chloroformateHCID 667101732-(Azetidin-3-yloxy)-5-bromopyridine hydrochloride

Product 1

HCID 580731193-(5-Bromo-pyridin-2-yloxy)-azetidine-1-carboxylic acid 4-nitro-phenyl esterYield 37%

Procedure

This compound was prepared by the method outlined for example 5 step 3. Thus 2-(Azetidin-3-yloxy)-5-bromo-pyridine hydrochloride (2.0 g, 7.53 mmol) was reacted with 4-nitrophenyl chloroformate to afford the title compound (1.11 g, 37%) as a pale-yellow solid.

Workup

  1. customThis compound was prepared by the method

Sources & evidence

ORD record
ord-338e64aa6fec4847a91a1632b2939ad2
Source dataset
uspto-grants-2013_05
Patent number
US08450346B2

Reaction notes

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