Cyclohexene → HCID 23291342, compound

HRID 1602902Notes

Reaction equation

HRID 1602902 reaction equation
C([O:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([O:16][CH2:17][CH2:18][CH3:19])[C:11]=1[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[O:28][CH2:29][O:30][CH3:31])C1C=CC=CC=1.C1CCCCC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[OH-].[Pd+2]>[OH:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([O:16][CH2:17][CH2:18][CH3:19])[C:11]=1[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[O:28][CH2:29][O:30][CH3:31]

Participants

6

Reactant 3

HCID 8079CyclohexeneHCID 2723923Ammonium formateHCID 23291344HCID 23291344, compound

Product 1

HCID 23291342HCID 23291342, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

A solution of 6-benzyloxymethyl-5-(2-methoxymethoxy-4-methoxyphenyl)4-propoxy-pyrimidine (3.41 g, 8.04 mmol), cyclohexene (35 ml), Pd(OH)2 (3.4 g) and ammonium formate (3.4 g) in ethanol (100 ml) was kept at reflux for 3 d. After cooling the mixture was filtered through celite and concentrated to an oil. (2.42 g. 90%).

Workup

  1. temperatureat reflux for 3 d
  2. temperatureAfter cooling the mixture
  3. filtrationwas filtered through celite
  4. concentrationconcentrated to an oil

Sources & evidence

ORD record
ord-75503d359a3549d08c5d34b7b57ba23c
Source dataset
uspto-grants-1999_11
Patent number
US05985886

Reaction notes

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