(R)-3-Pyrrolidinol → HCID 59303893, compound

HRID 2238591Notes

Reaction equation

HRID 2238591 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 2759337(R)-3-PyrrolidinolHCID 686891664-(3,4-Dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 59303893HCID 59303893, compoundYield 23%

Procedure

The title compound was prepared as a white solid in 23% yield (19 mg) from 4-(3,4-dihydro-2H-chromen-4-yloxy)-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (70 mg, 0.21 mmol, STEP 2 of Example 11) and (R)-(−)-3-pyrrolidinol (77 mg, 0.63 mmol) by the same manner in STEP 3 of Example 11:

Sources & evidence

ORD record
ord-c4c6279c98b04a428e8d4023889415df
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

Loading…