HCID 59596697, compound → HCID 59596666, compound

HRID 2264821Notes

Reaction equation

HRID 2264821 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:18]2[CH2:19][CH2:20][C@@H:21]([C:23]([O:25][CH3:26])=[O:24])[N:22]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])#[N:2]>C(OCC)(=O)C>[C:1]([C:3]1[CH:4]=[C:5]([C@@H:18]2[NH:22][C@H:21]([C:23]([O:25][CH3:26])=[O:24])[CH2:20][CH2:19]2)[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17])#[N:2]

Participants

3

Reactant 1

HCID 59596697HCID 59596697, compound

Product 1

HCID 59596666HCID 59596666, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A suspension of methyl (2S)-5-(3-cyano-4-{[(2-fluorophenyl)methyl]oxy}phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate (D72, 70 mg, 0.198 mmol) and Pt (5% on carbon) in ethyl acetate (10 ml) was stirred at room temperature for 24 hrs. Filtration over celite and subsequent evaporation gave the title compound (64 mg, 91%). The obtained material was used unpurified in the next step. UPLC: Rt=0.55 min, MS: (ES/+) m/z: 355 [MH+], C20H19FN2O3 requires 354.

Workup

  1. filtrationFiltration over celite and
  2. customsubsequent evaporation

Sources & evidence

ORD record
ord-ffa8581873bc4b798ab14df5718d07e1
Source dataset
uspto-grants-2010_12
Patent number
US07855218B2

Reaction notes

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