Ammonium formate → HCID 18414120, compound

HRID 428519Notes

Reaction equation

HRID 428519 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[C:16]([F:24])[CH:17]=[C:18]3[C:23]=2[O:22][CH2:21][CH2:20][CH2:19]3)[CH2:10][CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].C(O)C>[F:24][C:16]1[CH:17]=[C:18]2[C:23](=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:15]=1)[O:22][CH2:21][CH2:20][CH2:19]2

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 18414070HCID 18414070, compound

Product 1

HCID 18414120HCID 18414120, compoundYield 84.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-benzyl-4-(6-fluoro-chroman-8-yl)-piperazine (1.64 g, 5 mmol), 10% palladium on carbon (0.4 g) and ammonium formate (0.64 g, 10 mmol) in ethanol (20 ml) was allowed to refux for 2 hours. The catalyst was filtered off and the solvent removed under vacuum. Chromatography (10-20% methanol-methylene chloride plus ammonium hydroxide) afforded 1.0 g (84%) of product as a yellow oil; MS EI m/e 296 (M+).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-f83f4fd9711a44d79c547407a30695af
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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