Triethylamine → 2,4-dichloro-3-[(E)-cyclopropylmethoxyiminomethyl]-N-(4-methyl-1,2,5-oxadiazol-3-yl)benzamide
Reaction equation
[Cl:1][C:2]1[C:10]([CH:11]=[N:12][O:13][CH2:14][CH:15]2[CH2:17][CH2:16]2)=[C:9]([Cl:18])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:19][C:20]1[C:21]([NH2:25])=[N:22][O:23][N:24]=1.C(N(CC)CC)C>C(Cl)Cl.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[C:10](/[CH:11]=[N:12]/[O:13][CH2:14][CH:15]2[CH2:17][CH2:16]2)=[C:9]([Cl:18])[CH:8]=[CH:7][C:3]=1[C:4]([NH:25][C:21]1[C:20]([CH3:19])=[N:24][O:23][N:22]=1)=[O:6]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
400 mg (1.39 mmol) of 2,4-dichloro-3-{[(cyclopropylmethoxy)imino]methyl}benzoic acid and 14418 mg (1.39 mmol) of 4-methyl-1,2,5-oxadiazole-3-amine were dissolved in 10 ml of CH2Cl2, 1.33 g (2.08 mmol) of propanephosphonic anhydride were added at 10-20° C. and the mixture was stirred at RT for 1 h. 700 mg of triethylamine and 34.6 mg (0.278 mmol) of DMAP were then added, and the mixture was stirred at RT for 2 days.
Workup
- stirringthe mixture was stirred at RT for 2 days
Sources & evidence
- ORD record
- ord-72d149da02fa41e9bc799610eadd5dbf
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08957096B2
Reaction notes
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