N'-Hydroxy-2-methylpropanimidamide → HCID 58002248, compound

HRID 1643168Notes

Reaction equation

HRID 1643168 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]([NH2:33])[CH:30]([CH3:32])[CH3:31]>>[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:21])[F:22])=[CH:18][CH:19]=2)[CH2:11][CH:10]([C:24]2[O:25][N:33]=[C:29]([CH:30]([CH3:32])[CH3:31])[N:28]=2)[CH2:9]1)=[O:7]

Participants

3

Reactant 2

HCID 2794833N'-Hydroxy-2-methylpropanimidamideHCID 58002436HCID 58002436, compound

Product 1

HCID 58002248HCID 58002248, compoundYield 51.4%

Procedure

100 mg (0.267 mmol) of the compound from Example 105A and 51 mg (0.497 mmol) of N′-hydroxy-2-methylpropanimidamide were reacted according to the General Method 2. Diastereomer separation of 83 mg of the cis/trans isomer mixture according to Method 14C gave 60.5 mg of the title compound and 6.7 mg of the trans isomer.

Workup

  1. customDiastereomer separation of 83 mg of the cis/trans isomer mixture

Sources & evidence

ORD record
ord-fe6d299b36bf47c4bd0c59fe9a74a136
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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