1,1-Bis(methylthio)-2-nitroethylene → HCID 68707403, compound

HRID 1972297Notes

Reaction equation

CS[C:3](SC)=[CH:4][N+:5]([O-:7])=[O:6].[Cl:10][C:11]1[CH:37]=[CH:36][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C@@H:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=3)[CH2:24][NH2:25])=[CH:18][CH:17]=2)=[CH:13][CH:12]=1>CC(O)C>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([N:22]3[C@@H:23]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:33])([F:34])[F:35])[CH:27]=4)[CH2:24][NH:25][C:3]3=[CH:4][N+:5]([O-:7])=[O:6])=[CH:18][CH:17]=2)=[CH:36][CH:37]=1

Participants

Conditions

Temperature: 80 °C

Procedure

1,1-Bis(methylthio)-2-nitroethylene (13.1 mg, 0.079 mmol) and (S)—N1-(4-(4-chlorophenoxy)phenyl)-1-(3-(trifluoromethyl)phenyl)ethane-1,2-diamine prepared from Example 173 Step A (16.1 mg, 0.040 mmol) are dissolved in iPrOH (0.4 mL) and heated at 80° C. for 2 h. The solvent is removed and the residue is purified by preparatory LC/MS to provide the title compound; HPLC-MS calculated for C23H17ClF3N3O3 (M+H+) 476.1, found 476.1.

Workup

customThe solvent is removed
customthe residue is purified by preparatory LC/MS

Sources & evidence

ORD record: ord-d9c819e48a64496ba49557126ff46d01
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431607B2

Reaction notes

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