Ammonium Hydroxide → HCID 178461168, compound

HRID 81004Notes

Reaction equation

HRID 81004 reaction equation
[NH4+].[OH-].S[C:4]1[N:5]=[C:6]([OH:14])[C:7]2[C@H:12]([CH3:13])[CH2:11][CH2:10][C:8]=2[N:9]=1>[Ni].O>[CH3:13][C@H:12]1[C:7]2[C:6]([OH:14])=[N:5][CH:4]=[N:9][C:8]=2[CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 178461171HCID 178461171, compound

Product 1

HCID 178461168HCID 178461168, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Procedure

Raney Nickel (15 g) and NH4OH (20 mL) was added to a suspension of (R)-2-mercapto-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol (12 g, 65.8 mmol) in distilled water (100 mL). The mixture was refluxed for 3 hours and then filtered. The filtrate was concentrated to afford (R)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-ol (9.89 g, 99%). MS (APCI+) [M+H]+ 151.

Workup

  1. temperatureThe mixture was refluxed for 3 hours
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-e3e580894b6f4b2b82c713cee1ed12c3
Source dataset
uspto-grants-2014_09
Patent number
US08846683B2

Reaction notes

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