Acetic-formic anhydride → HCID 86742105, compound

HRID 649142Notes

Reaction equation

HRID 649142 reaction equation
[N:1]([CH2:4][C@H:5]1[C@@H:9]([F:10])[CH2:8][N:7]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:6]1)=[N+]=[N-].[H-].[CH3:19][O:20]CCO[Al+]OCCOC.[Na+].[H-].C(OC=O)(=O)C>>[CH2:11]([N:7]1[CH2:8][C@H:9]([F:10])[C@H:5]([CH2:4][NH:1][CH:19]=[O:20])[CH2:6]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 75269Acetic-formic anhydrideHCID 21584525Sodium bis(2-methoxyethoxy)aluminiumhydrideHCID 71355693HCID 71355693, compound

Product 1

HCID 86742105HCID 86742105, compound

Procedure

cis-3-Azidomethyl-1-benzyl-4-fluoropyrrolidine was reduced with sodium bis-(2-methoxyethoxy)aluminium hydride and formylated with formic acid-acetic anhydride to yield cis-1-benzyl-4-fluoro-3-formylaminomethylpyrrolidine.

Sources & evidence

ORD record
ord-80b4c07f18ed4fc3b77e7a28236d6ebe
Source dataset
uspto-grants-1988_04
Patent number
US04738968

Reaction notes

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