Ammonium Hydroxide → HCID 178461168, compound

HRID 1746965Notes

Reaction equation

HRID 1746965 reaction equation
S[C:2]1[N:3]=[C:4]([OH:12])[C:5]2[C@H:10]([CH3:11])[CH2:9][CH2:8][C:6]=2[N:7]=1.[NH4+].[OH-]>O.[Ni]>[CH3:11][C@H:10]1[C:5]2[C:4]([OH:12])=[N:3][CH:2]=[N:7][C:6]=2[CH2:8][CH2:9]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

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) was added Raney Nickel (15 g) and NH4OH (20 mL). The mixture was refluxed for 3 hours then filtered, and 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. filtrationthen filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-edde6f8dfd4f42d9a1e62b04d3404aa5
Source dataset
uspto-grants-2015_10
Patent number
US09150548B2

Reaction notes

Loading…