Methanol → HCID 23146322, compound

HRID 2077302Notes

Reaction equation

HRID 2077302 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH:12]1[C:18]([C:20]1[O:21][C:22]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][C:23]=2[CH:24]=1)=[O:19])=O)C1C=CC=CC=1.CO>C(OCC)(=O)C.[Pd]>[F:29][C:26]1[CH:27]=[CH:28][C:22]2[O:21][C:20]([CH:18]([CH:12]3[CH2:13][N:14]([CH3:17])[CH2:15][CH2:16][NH:11]3)[OH:19])=[CH:24][C:23]=2[CH:25]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 66967895HCID 66967895, compound

Product 1

HCID 23146322HCID 23146322, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(RS)-2-[1-(5-Fluoro-benzofuran-2-yl)methanoyl]-4-methyl-piperazine-1-carboxylic acid benzyl ester, D50 (0.65 g, 1.6 mmol) in ethyl acetate (20 ml) and methanol (20 ml) was hydrogenated at NTP over 10% Pd—C (0.47 g, 50% w/w paste in water) for 3.5 h. The reaction mixture was filtered through Kieselguhr, washing well with methanol and the filtrate evaporated to afford the title product (0.41 g, 90%).

Workup

  1. filtrationThe reaction mixture was filtered through Kieselguhr
  2. washwashing well with methanol
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-88b2255993e14721af6580bd03bb152b
Source dataset
uspto-grants-2011_04
Patent number
US07928124B2

Reaction notes

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