HCID 135616849, compound → HCID 136366131, compound

HRID 1161398Notes

Reaction equation

HRID 1161398 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[CH2:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([NH:27][C:28]2[CH:36]=[CH:35][C:31]([C:32]([NH2:34])=[NH:33])=[CH:30][CH:29]=2)[C:15]2[NH:19][C:18](=[O:20])[N:17]([C:21]3[N:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[N:16]=2)=[CH:10][C:9]=1[O:37][CH3:38])[CH3:6]>C(O)(=O)C>[C:1]([OH:4])(=[O:3])[CH3:2].[CH2:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([C@H:14]([NH:27][C:28]2[CH:29]=[CH:30][C:31]([C:32]([NH2:34])=[NH:33])=[CH:35][CH:36]=2)[C:15]2[NH:19][C:18](=[O:20])[N:17]([C:21]3[N:22]=[CH:23][CH:24]=[CH:25][N:26]=3)[N:16]=2)=[CH:10][C:9]=1[O:37][CH3:38])[CH3:6]

Participants

3

Reactant 1

HCID 135616849HCID 135616849, compound

Product 1

HCID 136366131HCID 136366131, compoundYield 26.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A SUMICHIRAL OA-2500 column was used for optical resolution of 75 mg of 4-{[(4-ethoxy-3-methoxyphenyl)-(5-oxo-1-pyrimidin-2-yl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)methyl]amino}benzamidine acetate (produced by the same procedure as in Example (18g), using 0.1% acetic acid instead of the 0.1% trifluoroacetic acid in Example (18g)), and the first eluting enantiomer (20 mg) of the title compound was obtained as a white solid.

Workup

  1. customproduced by the same procedure as in Example (18g)

Sources & evidence

ORD record
ord-1ab9f0f4b77a4823bf4103b2fe00b83c
Source dataset
uspto-grants-2010_10
Patent number
US07816522B2

Reaction notes

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