Dichloromethane → HCID 22112809, compound

HRID 564723Notes

Reaction equation

HRID 564723 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:16]2[O:27][C:19]3=[C:20]([O:25][CH3:26])[N:21]=[CH:22][C:23]([Br:24])=[C:18]3[CH:17]=2)([O:14][CH3:15])[CH2:10][CH2:9]1)=O)(C)(C)C.ClCCl.FC(F)(F)C(O)=O>[OH-].[Na+]>[Br:24][C:23]1[CH:22]=[N:21][C:20]([O:25][CH3:26])=[C:19]2[O:27][C:16]([C:11]3([O:14][CH3:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:17][C:18]=12

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 69960243HCID 69960243, compound

Product 1

HCID 22112809HCID 22112809, compoundYield 103.5%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

4-(4-Bromo-7-methoxyfuro[2,3-c]pyridin-2-yl)-4-methoxypiperidine-1-carboxylic acid tert-butyl ester (1.5 g), dichloromethane (50 ml) and trifluoroacetic acid (5 ml ) were combined and stirred at room temperature for 3 hours. The reaction mixture was then diluted with 1N sodium hydroxide solution (100 ml) and extracted with dichloromethane (3×50 ml). The combined extracts were then dried over magnesium sulphate and evaporated in vacuo to give the title compound (1.2 g) as a pale yellow oil.

Workup

  1. extractionextracted with dichloromethane (3×50 ml)
  2. dry with materialThe combined extracts were then dried over magnesium sulphate
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-5d8e8523255e498688192559e7c70d98
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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