Acetonitrile → HCID 59216831, compound

HRID 2094219Notes

Reaction equation

HRID 2094219 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].[CH3:27]OC(OC)OC.C(#N)C.[CH2:37]([O:39][C:40](=[O:45])[CH2:41][CH:42]([NH2:44])[CH3:43])[CH3:38]>C(O)(=O)C>[CH2:37]([O:39][C:40](=[O:45])[CH2:41][CH:42]([N:44]1[CH:27]=[N:22][N:21]=[C:19]1[C:13]1[C:12]([NH:11][S:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:23]([F:24])([F:25])[F:26])[CH:4]=2)(=[O:9])=[O:10])=[CH:17][C:16]([Cl:18])=[CH:15][N:14]=1)[CH3:43])[CH3:38]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 9005Trimethyl orthoformateHCID 98103Ethyl 3-aminobutyrateHCID 59216810HCID 59216810, compound

Product 1

HCID 59216831HCID 59216831, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-Chloro-N-(5-chloro-2-hydrazinocarbonyl-pyridin-3-yl)-3-trifluoromethyl-benzenesulfonamide (42.8 mg, 0.10 mmol), trimethylorthoformate (53 mg, 0.50 mmol), acetonitrile (1.5 mL), 3-Amino-butyric acid ethyl ester (131 mg, 1.0 mmol) and acetic acid (0.2 mL) was stirred at 120° C. for 2 hours. After evaporation of solvent under reduced pressure, the residue was further purified through automated normal-phase chromatography and dried (Lyophilizer) to afford title compound. MS (ES) [M+H]+ expected 552.0. found 552.0.

Workup

  1. customAfter evaporation of solvent under reduced pressure
  2. customthe residue was further purified
  3. customdried (Lyophilizer)

Sources & evidence

ORD record
ord-b4d217cc91d1400588ed6d90b80f1d70
Source dataset
uspto-grants-2013_05
Patent number
US08445518B2

Reaction notes

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