4-Hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide → 4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide

HRID 2238583Notes

Reaction equation

HRID 2238583 reaction equation
[OH:1][C:2]1[C:10]2[N:9]=[C:8]([CH3:11])[N:7]([CH3:12])[C:6]=2[CH:5]=[C:4]([C:13]([N:15]([CH3:17])[CH3:16])=[O:14])[CH:3]=1.Cl[CH:19]1[C:28]2[C:23](=[CH:24][C:25]([F:30])=[CH:26][C:27]=2[F:29])[O:22][CH2:21][CH2:20]1>>[F:29][C:27]1[CH:26]=[C:25]([F:30])[CH:24]=[C:23]2[C:28]=1[CH:19]([O:1][C:2]1[C:10]3[N:9]=[C:8]([CH3:11])[N:7]([CH3:12])[C:6]=3[CH:5]=[C:4]([C:13]([N:15]([CH3:16])[CH3:17])=[O:14])[CH:3]=1)[CH2:20][CH2:21][O:22]2

Participants

3

Reactant 2

HCID 534710164-Hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamideHCID 686921254-Chloro-5,7-difluorochromane

Product 1

HCID 160910764-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamideYield 49%

Procedure

The title compound was prepared as a white solid in 49% yield (0.12 g) from 4-hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide (0.14 g, 0.61 mmol, WO 2004054984) and 4-chloro-5,7-difluorochromane (0.15 g, 0.73 mmol, STEP 2) by the same manner in STEP 1 of Example 1:

Sources & evidence

ORD record
ord-b04aea58c72f48fabf6f974dea8d9971
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

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