Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[N:9]2[CH2:12][C:11](=[CH:13][S:14]([CH2:17][C:18]3[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=3)[C:21](O)=[O:22])(=[O:16])=[O:15])[CH2:10]2)=[CH:4][CH:3]=1.[CH3:34][NH:35][NH2:36]>>[CH3:34][NH:35][NH:36][C:21](=[O:22])[C:20]1[CH:24]=[CH:25][CH:26]=[C:18]([CH2:17][S:14]([CH:13]=[C:11]2[CH2:12][N:9]([CH:8]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=3)[C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH2:10]2)(=[O:16])=[O:15])[CH:19]=1Participants
3
Procedure
The operation is carried out under the conditions described in Example 124 starting with 150 mg of activated 3-({1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}methanesulfonylmethyl)benzoic acid on TFP resin (165 μM) and 0.0141 cm3 of methylhydrazine. 42 mg of 3-({1-[bis(4-chlorophenyl)methyl]azetidin-3-ylidene}methanesulfonylmethyl)benzoic acid N′methylhydrazide are thus obtained in the form of a pale yellow foam [1H NMR spectrum (400 MHz, (CD3)2SO-d6, δ in ppm): 2.96 (s, 3H), 3.18 (broad s, 3H), 3.83 (mt, 2H), 4.22 (mt, 2H), 4.80 (broad s, 2H), from 7.35 to 7.65 (mt, 12H)].
Sources & evidence
- ORD record
- ord-cacda04021a34b64b5ec8f336d5e98d2
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06858603B2
Linked notes
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