(Z)-Methyl 2-(benzyloxycarbonylamino)-3-(5-(tert-butoxycarbonyl amino)-2-phenylpyridin-4-yl)acrylate → HCID 58671549, compound

HRID 2221096Notes

Reaction equation

HRID 2221096 reaction equation
[CH2:1]([O:8][C:9]([NH:11]/[C:12](=[CH:17]\[C:18]1[C:23]([NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])=[CH:22][N:21]=[C:20]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:19]=1)/[C:13]([O:15][CH3:16])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.CO>[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][C:18]1[C:23]([NH:24][C:25]([O:27][C:28]([CH3:30])([CH3:31])[CH3:29])=[O:26])=[CH:22][N:21]=[C:20]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:19]=1)[C:13]([O:15][CH3:16])=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 58671550(Z)-Methyl 2-(benzyloxycarbonylamino)-3-(5-(tert-butoxycarbonyl amino)-2-phenylpyridin-4-yl)acrylate

Product 1

HCID 58671549HCID 58671549, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 3D (1.1 g, 2.18 mmol) and platinium 5% wt. on activated carbon (800 mg) in THF (80 mL) and MeOH (80 mL) was stirred at RT under H2 at 70 psi for 2 days. After this time, no starting material was detected by LC-MS. The reaction mixture was filtered and the filtrate was concentrated to give the title compound as a off-white foam (1.04 g, 94%). LC/MS (method A): retention time=3.19 min (M+H)+=506.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a33cc8bf8dc84b098cf7317a483b8227
Source dataset
uspto-grants-2008_05
Patent number
US07368458B2

Reaction notes

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