(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride → HCID 58002609, compound

HRID 1643085Notes

Reaction equation

HRID 1643085 reaction equation
[CH3:1][O:2][CH:3]1[CH2:6][N:5]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25]([OH:27])=O)[CH2:10]2)=[O:8])[CH2:4]1.O[N:29]=[C:30]([NH2:35])[CH2:31][CH2:32][O:33][CH3:34]>>[CH3:1][O:2][CH:3]1[CH2:6][N:5]([C:7]([N:9]2[CH2:14][CH:13]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:23])([F:22])[F:24])=[CH:17][CH:16]=3)[CH2:12][CH:11]([C:25]3[O:27][N:35]=[C:30]([CH2:31][CH2:32][O:33][CH3:34])[N:29]=3)[CH2:10]2)=[O:8])[CH2:4]1

Participants

3

Reactant 2

HCID 4390391(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochlorideHCID 58002494HCID 58002494, compound

Product 1

HCID 58002609HCID 58002609, compoundYield 44%

Procedure

250 mg (0.647 mmol) of 1-[(3-methoxyazetidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid (Example 103A) and 112 mg (0.712 mmol, 75% pure) of N′-hydroxy-3-methoxypropanimidamide (Example 64A) were reacted according to the General Method 1. Enantiomer separation of the racemate according to Method 16D gave 67.0 mg of the title compound from Example 313 and 67.0 mg of the title compound from Example 314 (44% of theory).

Workup

  1. customEnantiomer separation of the racemate

Sources & evidence

ORD record
ord-f0979b103b3643e99002dd5ad59e45db
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

Loading…