2-(4-Benzyloxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine → 2-(2,3-Difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

HRID 376766Notes

Reaction equation

HRID 376766 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:20]=[CH:19][C:18]([C:21]3[CH:22]=[N:23][C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:25][CH:26]=3)=[CH:17][N:16]=2)=[C:11]([F:36])[C:10]=1[F:37])C1C=CC=CC=1>C1COCC1>[F:36][C:11]1[C:10]([F:37])=[C:9]([OH:8])[CH:14]=[CH:13][C:12]=1[C:15]1[N:20]=[CH:19][C:18]([C:21]2[CH:22]=[N:23][C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35])=[CH:25][CH:26]=2)=[CH:17][N:16]=1

Participants

3

Reactant 1

HCID 178694012-(4-Benzyloxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine

Product 1

HCID 1355974452-(2,3-Difluoro-4-hydroxyphenyl)-5-(6-octyloxypyridin-3-yl)pyrimidineYield 94.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The hydrogenation of 21 mmol of 2-(4-benzyloxy-2,3-difluorophenyl)-5-(6-octyloxypyridin-3-yl)pyrimidine in 200 ml of THF is carried out analogously to the procedure indicated for precursor 14, giving 8.2 g (93%) of a colorless solid, m.p. 130-132° C.

Sources & evidence

ORD record
ord-6af3060794e24cd5bf28505a71e3a11a
Source dataset
uspto-grants-2000_02
Patent number
US06022492

Reaction notes

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