tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)-1H-pyrrole-1-carboxylate → Tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)pyrrolidine-1-carboxylate

HRID 564229Notes

Reaction equation

HRID 564229 reaction equation
[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([C:10]2[N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:12]=[CH:13][CH:14]=2)=[CH:7][CH:6]=1)=[O:4].[H][H]>C(O)(=O)C.[Pt]>[CH3:1][O:2][C:3]([C:5]1[S:9][C:8]([CH:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:7][CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 66760515tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)-1H-pyrrole-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 66758891Tert-butyl 2-(5-(methoxycarbonyl)thiophen-2-yl)pyrrolidine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of EXAMPLE 34A (3.7 g) in acetic acid (200 mL) was added 5% platinum on carbon (370 mg). The mixture was shaken under 60 psi of hydrogen until all starting material was consumed, filtered and concentrated. The concentrate was partitioned between ethyl acetate and saturated sodium bicarbonate solution. The extract was washed with water and concentrated.

Workup

  1. customwas consumed
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe concentrate was partitioned between ethyl acetate and saturated sodium bicarbonate solution
  5. washThe extract was washed with water
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-9884b49eea3648c9bd4d91740f2c11b3
Source dataset
uspto-grants-2011_11
Patent number
US08067613B2

Reaction notes

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