Chroman-4-ol → HCID 58900201, compound

HRID 2239312Notes

Reaction equation

HRID 2239312 reaction equation
[CH3:1][N:2]([CH3:23])[C:3]([C:5]1[CH:6]=[C:7]([OH:22])[C:8]2[N:12]=[C:11]([CH3:13])[N:10](C(OC(C)(C)C)=O)[C:9]=2[CH:21]=1)=[O:4].[O:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27](O)[CH2:26][CH2:25]1>>[O:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]([O:22][C:7]2[C:8]3[N:12]=[C:11]([CH3:13])[NH:10][C:9]=3[CH:21]=[C:5]([C:3]([N:2]([CH3:1])[CH3:23])=[O:4])[CH:6]=2)[CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 92890Chroman-4-olHCID 68574581HCID 68574581, compound

Product 1

HCID 58900201HCID 58900201, compoundYield 53%

Procedure

The title compound was prepared as a white solid (58 mg, 53% yield for 2 steps) from 1,1-dimethylethyl 6-[(dimethylamino)carbonyl]-4-hydroxy-2-methyl-1H-benzimidazole-1-carboxylate (100 mg, 0.313 mmol, STEP 2 in Example 9) and 3,4-dihydro-2H-chromen-4-ol (141 mg, 0.939 mmol) by the same manner in STEP 3-2 of Example 9:

Sources & evidence

ORD record
ord-4b541bb391bb45528c39cd57ff391b3b
Source dataset
uspto-grants-2010_05
Patent number
US07723321B2

Reaction notes

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