4-Hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide → HCID 15980318, compound

HRID 2238584Notes

Reaction equation

HRID 2238584 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][CH:25]=[CH:26][C:27]=2[CH3:29])[O:22][CH2:21][CH2:20]1>>[CH3:17][N:15]([CH3:16])[C:13]([C:4]1[CH:3]=[C:2]([O:1][CH:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][C:27]=3[CH3:29])[O:22][CH2:21][CH2:20]2)[C:10]2[N:9]=[C:8]([CH3:11])[N:7]([CH3:12])[C:6]=2[CH:5]=1)=[O:14]

Participants

3

Reactant 2

HCID 534710164-Hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamideHCID 57432318HCID 57432318, compound

Product 1

HCID 15980318HCID 15980318, compoundYield 50%

Procedure

The title compound was prepared as a white solid in 50% yield (116 mg) from 4-hydroxy-N,N,1,2-tetramethyl-1H-benzimidazole-6-carboxamide (100 mg, 0.61 mmol, WO 2004054984) and 4-chloro-5-methylchromane (191 mg, 1.0 mmol, STEP 2) by the same manner in STEP 1 of Example 1:

Sources & evidence

ORD record
ord-8c009e52d6bf44638d7d9c79ab360fe6
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

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