(3S)-pyrrolidin-3-ol → HCID 59303887, compound

HRID 2238590Notes

Reaction equation

HRID 2238590 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([O:11][C:12]2[C:20]3[N:19]=[C:18]([CH3:21])[N:17]([CH3:22])[C:16]=3[CH:15]=[C:14]([C:23]([OH:25])=O)[CH:13]=2)[CH2:3][CH2:2]1.[NH:26]1[CH2:30][CH2:29][C@H:28]([OH:31])[CH2:27]1>>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([O:11][C:12]2[C:20]3[N:19]=[C:18]([CH3:21])[N:17]([CH3:22])[C:16]=3[CH:15]=[C:14]([C:23]([N:26]3[CH2:30][CH2:29][C@H:28]([OH:31])[CH2:27]3)=[O:25])[CH:13]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 2733874(3S)-pyrrolidin-3-olHCID 686891664-(3,4-Dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 59303887HCID 59303887, compoundYield 25%

Procedure

The title compound was prepared as a white solid in 25% yield (30 mg) from 4-(3,4-dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (100 mg, 0.30 mmol, STEP 2 of Example 11) and (S)-(+)-3-pyrrolidinol (77 mg, 0.63 mmol) by the same manner in STEP 3 of Example 11:

Sources & evidence

ORD record
ord-bfd4d1e1de5f4d8d867d9f54119d12e4
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

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