N-Hydroxyacetamidine → HCID 58002576, compound

HRID 1642990Notes

Reaction equation

HRID 1642990 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH2:11][CH:10]([C:24](O)=[O:25])[CH2:9]1)=[O:7].O[N:28]=[C:29]([NH2:31])[CH3:30]>>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH:12]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)[CH2:11][CH:10]([C:24]2[O:25][N:31]=[C:29]([CH3:30])[N:28]=2)[CH2:9]1)=[O:7]

Participants

3

Reactant 2

HCID 30926N-HydroxyacetamidineHCID 58002436HCID 58002436, compound

Product 1

HCID 58002576HCID 58002576, compoundYield 42.9%

Procedure

100 mg (0.26 mmol) of the compound from Example 105A and 40 mg (0.534 mmol) of N′-hydroxyethanimidamide were reacted according to the General Method 2. Diastereomer separation of 62 mg of the cis/trans isomer mixture according to Method 12C gave 46 mg of the title compound and 5.7 mg of the trans isomer.

Workup

  1. customDiastereomer separation of 62 mg of the cis/trans isomer mixture

Sources & evidence

ORD record
ord-69c7f3db9f7848a69611e433bb8acc67
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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