Hydrazinecarboxylic acid, ethyl ester → HCID 178473565, compound

HRID 1509136Notes

Reaction equation

HRID 1509136 reaction equation
[C:1]([O:5][C:6](=[O:35])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:19]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:20][C:21]4[NH:26][C:25](=S)[CH2:24][O:23][C:22]=4[N:28]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[NH:36]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[NH2:37]>C1COCC1>[C:1]([O:5][C:6]([NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[C:19]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:20][C:21]4[NH:26][C:25](=[N:37][NH:36][C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH2:24][O:23][C:22]=4[N:28]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)=[O:35])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 86683631Tert-butyl (1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate

Product 1

HCID 178473565HCID 178473565, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl(1-(4-(7-phenyl-2-thioxo-2,3-dihydro-1H-pyrido[2,3-b][1,4]oxazin-6-yl)phenyl)cyclobutyl)carbamate (20 mg, 0.04 mmol) in dry THF (1 mL) was added ethyl hydrazinecarboxylate (21 mg, 0.20 mmol) and mercuric acetate (21 mg, 0.06 mmol) under nitrogen. The reaction mixture was stirred for 2 h at room temperature, filtered on celite and concentrated to dryness under reduced pressure to give the title compound which was used without purification in the next step.

Workup

  1. filtrationfiltered on celite and
  2. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-3ccca1324a7d4efcbbd04b79ebb13e54
Source dataset
uspto-grants-2015_12
Patent number
US09221838B2

Reaction notes

Loading…