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Benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidin-5-ylcarbamate → HCID 178508031, compound

HRID 1470310
Notes
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Reaction equation

HRID 1470310 reaction equation
C([O:8][C:9]1[C:14]([NH:15]C(=O)OCC2C=CC=CC=2)=[CH:13][N:12]=[C:11]([N:26]2[CH:30]=[CH:29][CH:28]=[N:27]2)[N:10]=1)C1C=CC=CC=1.[H][H]>C1COCC1.[Pd]>[NH2:15][C:14]1[C:9]([OH:8])=[N:10][C:11]([N:26]2[CH:30]=[CH:29][CH:28]=[N:27]2)=[N:12][CH:13]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 67459577Benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidin-5-ylcarbamateHCID 178418361HCID 178418361, compound

Product 1

HCID 178508031HCID 178508031, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Benzyl 4-(benzyloxy)-2-(1H-pyrazol-1-yl)pyrimidin-5-ylcarbamate, 3-d, (1.96 g, 4.9 mmol) was hydrogenated with hydrogen ballon in THF (20 ml) and Pd/C (200 mg) at room temperature for 12 hours. The mixture was filtered through a celite pad and the filtrate was concentrated under vacuum to provide the compound, 3-e (0.8 g, 93%). 1H NMR (DMSO-d6, 300 MHz): δ 8.39 (s, 1H), 7.80 (s, 1H), 7.20 (s, 1H), 6.56 (m, 1H), 5.00 (br, 2H).

Workup

  1. filtrationThe mixture was filtered through a celite pad
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-a686f42ce95b4b30b5f10249905f5270
Source dataset
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09006433B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes