HCID 51041668, compound → (S)-tert-Butyl (3-methylpyrrolidin-3-yl)carbamate

HRID 17632Notes

Reaction equation

HRID 17632 reaction equation
[CH3:1][C@:2]1([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:6][CH2:5][N:4]([C@@H](C2C=CC=CC=2)C)[CH2:3]1>O1CCOCC1.[OH-].[Pd+2].[OH-]>[CH3:1][C@:2]1([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:6][CH2:5][NH:4][CH2:3]1

Participants

4

Reactant 1

HCID 51041668HCID 51041668, compound

Product 1

HCID 51041669(S)-tert-Butyl (3-methylpyrrolidin-3-yl)carbamateYield 100%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

tert-Butyl {(3S)-3-methyl-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl}carbamate (I-344) (406 mg, 1.33 mmol) was dissolved in 1,4-dioxane (13 ml), then palladium hydroxide catalyst (20 wt. % on carbon) (100 mg) was added, followed by stirring in an oil bath at 50° C. Under hydrogen atmosphere far 5 hours. The reaction liquid was filtered, and the filtrate was concentrated under reduced pressure to obtain the entitled compound (266 mg, 100%) as a colorless oily substance.

Workup

  1. customfar 5 hours
  2. customThe reaction liquid
  3. filtrationwas filtered
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5a53d6ec038a436b9409edc955b3e6f8
Source dataset
uspto-grants-2010_06
Patent number
US07737166B2

Reaction notes

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