HCID 88461698, compound → HCID 57055805, compound

HRID 1197487Notes

Reaction equation

HRID 1197487 reaction equation
[F:1][C:2]1[C:26]([F:27])=[C:25]([F:28])[C:24]([F:29])=[C:23]([F:30])[C:3]=1[CH2:4][O:5][NH:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C@@:8]1([C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[C:13](=[S:16])[NH:14][CH3:15]>C(Cl)(Cl)Cl.CO>[F:1][C:2]1[C:26]([F:27])=[C:25]([F:28])[C:24]([F:29])=[C:23]([F:30])[C:3]=1[CH2:4][O:5][NH:6][C@@H:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C@@:8]1([C:17]1[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=1)[C:13](=[S:16])[NH:14][CH3:15]

Participants

3

Reactant 1

HCID 88461698HCID 88461698, compound

Product 1

HCID 57055805HCID 57055805, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

Prepared from (-)-(S)-2-(2,3,4,5, 6-pentafluorobenzyloxyamino)-N-methyl-1-(3-pyridyl)cyclohexanecarbothioamide (0.49 g) as described in Example 1. The crude product was subjected to flash chromatography on silica gel eluting with chloroform/methanol: 98.5/1.5 to give (1S,2R)-2-(2,3,4,5,6-pentafluoro-benzyloxyamino)-N-methyl-1-(3-pyridyl)cyclohexanecarbothioamide, a yellow solid (0.34 g, 69%), m.p. 57°-60°. Found: C, 53.7; H, 4.37; N, 9.5%; C20H20F5N3OS requires C, 53.9; H, 4.53; N, 9.43%.

Sources & evidence

ORD record
ord-3efd6437aa804bcb99af6a12525c3554
Source dataset
uspto-grants-1994_01
Patent number
US05276045

Reaction notes

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