HCID 70557318, compound → HCID 70559319, compound

HRID 408614Notes

Reaction equation

HRID 408614 reaction equation
[CH3:1][O:2][C:3]([C:5]1([CH2:20][CH:21]=[CH2:22])[CH2:8][CH2:7][N:6]1[C:9]([C:11]1[C:12]2[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=2[S:14][CH:15]=1)=[O:10])=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1([CH2:20][CH2:21][CH3:22])[CH2:8][CH2:7][N:6]1[C:9]([C:11]1[C:12]2[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=2[S:14][CH:15]=1)=[O:10])=[O:4]

Participants

4

Reactant 1

HCID 70557318HCID 70557318, compound

Product 1

HCID 70559319HCID 70559319, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 2-allyl-1-(benzo[b]thiophene-3-carbonyl)-azetidine-2-carboxylic acid methyl ester Intermediate 197 (1 eq.) in MeOH was added Pd/C (0.2 eq.), the flask was evacuated and backfilled with H2. The reaction was stirred for 15 h at 20° C. under atmospheric pressure. The crude was filtered through a pad of celite and washed with EtOH and EtOAc. The filtrate was concentrated under reduced pressure to afford 1-(benzo[b]thiophene-3-carbonyl)-2-propyl-azetidine-2-carboxylic acid methyl ester.

Workup

  1. customthe flask was evacuated
  2. filtrationThe crude was filtered through a pad of celite
  3. washwashed with EtOH and EtOAc
  4. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-db36c5efe8204404bc250211295a1050
Source dataset
uspto-grants-2014_06
Patent number
US08759334B2

Reaction notes

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