Acetonitrile → HCID 24802949, compound

HRID 2245847Notes

Reaction equation

HRID 2245847 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:13]([C:19]([NH:21][NH2:22])=O)=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:23]([F:26])([F:25])[F:24].COC(OC)OC.[C:34](#N)C.[CH3:37][C:38]1[CH:44]=[CH:43][CH:42]=[CH:41][C:39]=1[NH2:40]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][C:12]2[C:13]([C:19]3[N:40]([C:39]4[CH:41]=[CH:42][CH:43]=[CH:44][C:38]=4[CH3:37])[CH:34]=[N:22][N:21]=3)=[N:14][CH:15]=[C:16]([Cl:18])[CH:17]=2)(=[O:10])=[O:9])=[CH:4][C:3]=1[C:23]([F:26])([F:25])[F:24]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 7242O-ToluidineHCID 9005Trimethyl orthoformateHCID 59216810HCID 59216810, compound

Product 1

HCID 24802949HCID 24802949, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared according to general Method B using 4-Chloro-N-(5-chloro-2-hydrazinocarbonyl-pyridin-3-yl)-3-trifluoromethyl-benzenesulfonamide (100 mg, 0.234 mmol), trimethylorthoformate (80 mg, 0.75 mmol), acetonitrile (2 mL), 2-methylaniline (62 mg, 0.50 mmol) and acetic acid (1.0 mL). 1H NMR: (CD3OD, ppm): 8.82 (s, 1H), 8.40 (s, 1H), 8.27 (d, 1H), 8.05 (m, 1H), 7.75 (d, 1H), 7.61 (s, 1H), 7.39 (m, 1H), 7.32 (m, 1H), 7.25 (m, 2H), 2.15 (s, 3H). MS (ES) [M+H]+ expected 528.0, found 528.0.

Sources & evidence

ORD record
ord-042d5d6c6ab94937b404365a8f3cfc33
Source dataset
uspto-grants-2010_03
Patent number
US07683176B2

Reaction notes

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