Formic Acid → HCID 22112813, compound

HRID 564724Notes

Reaction equation

HRID 564724 reaction equation
[Br:1][C:2]1[CH:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]2[O:10][C:11]([C:13]3([O:19][CH3:20])[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[CH:12][C:3]=12.[CH:21](O)=O.C=O>[OH-].[Na+]>[Br:1][C:2]1[CH:7]=[N:6][C:5]([O:8][CH3:9])=[C:4]2[O:10][C:11]([C:13]3([O:19][CH3:20])[CH2:18][CH2:17][N:16]([CH3:21])[CH2:15][CH2:14]3)=[CH:12][C:3]=12

Participants

5

Reactant 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 22112809HCID 22112809, compound

Product 1

HCID 22112813HCID 22112813, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
95 °C

Procedure

4-Bromo-7-methoxy-2-(4-methoxypiperidin-4-yl)furo[2,3-c]pyridine (1.2 g), formic acid (0.76 ml) and formaldehyde (37% w/w aqueous solution) (0.66 g) were combined and heated to 95° C. for 24 hours. The reaction mixture was then diluted with 2N sodium hydroxide solution (100 ml) and extracted with ethyl acetate (3×50 ml). The combined extracts were then dried over magnesium sulphate and evaporated in vacuo to give the title compound (0.96 g) as a pale yellow oil.

Workup

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

Sources & evidence

ORD record
ord-813da7de308442fb8cab0e8e6ae3a7e9
Source dataset
uspto-grants-2001_01
Patent number
US06169090A

Reaction notes

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