4-(5-Fluoro-3-mercaptophenyl)-4-methoxytetrahydropyran → 4-[3-(1,3-Dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran

HRID 2211151Notes

Reaction equation

HRID 2211151 reaction equation
I[C:2]1[CH:13]=[CH:12][C:5]2[N:6]([CH3:11])[C:7](=[O:10])[N:8]([CH3:9])[C:4]=2[CH:3]=1.[F:14][C:15]1[CH:16]=[C:17]([SH:29])[CH:18]=[C:19]([C:21]2([O:27][CH3:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[CH:20]=1>>[CH3:11][N:6]1[C:5]2[CH:12]=[CH:13][C:2]([S:29][C:17]3[CH:18]=[C:19]([C:21]4([O:27][CH3:28])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[CH:20]=[C:15]([F:14])[CH:16]=3)=[CH:3][C:4]=2[N:8]([CH3:9])[C:7]1=[O:10]

Participants

3

Reactant 2

HCID 189962874-(5-Fluoro-3-mercaptophenyl)-4-methoxytetrahydropyranHCID 222875285-Iodo-1,3-dimethyl-2,3-dihydrobenzimidazol-2-one

Product 1

HCID 193757204-[3-(1,3-Dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyranYield 60%

Procedure

Using a similar procedure to that described in Example 1, 5-iodo-1,3-dimethyl-2,3-dihydrobenzimidazol-2-one was reacted 4-(5-fluoro-3-mercaptophenyl)-4-methoxytetrahydropyran to give 4-[3-(1,3-dimethyl-2-oxo-2,3-dihydrobenzimidazol-5-ylthio)-5-fluorophenyl]-4-methoxytetrahydropyran in 60% yield, m.p. 128°-130° C.

Sources & evidence

ORD record
ord-34afc0d4fb22458a95f30db72228b251
Source dataset
uspto-grants-1995_10
Patent number
US05462953

Reaction notes

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