Hydrazine → HCID 57504917, compound

HRID 2060790Notes

Reaction equation

HRID 2060790 reaction equation
[Si:1]([O:8][CH:9]1[CH2:26][C:12]2([C:27]3[CH:28]=[C:29]([C:33]4[CH:38]=[CH:37][CH:36]=[C:35]([O:39][CH3:40])[CH:34]=4)[CH:30]=[CH:31][CH:32]=3)[N:13]=[C:14]([NH:17]C(=O)C3C=CC=CC=3)[S:15][CH2:16][CH:11]2[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].NN>C(O)C.C(OCC)(=O)C>[Si:1]([O:8][CH:9]1[CH2:26][C:12]2([C:27]3[CH:28]=[C:29]([C:33]4[CH:38]=[CH:37][CH:36]=[C:35]([O:39][CH3:40])[CH:34]=4)[CH:30]=[CH:31][CH:32]=3)[N:13]=[C:14]([NH2:17])[S:15][CH2:16][CH:11]2[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 9321HydrazineHCID 57504918HCID 57504918, compound

Product 1

HCID 57504917HCID 57504917, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of N-(6-(tert-butyldimethylsilyloxy)-7a-(3′-methoxybiphenyl-3-yl)-4,4a,5,6,7,7a-hexahydrocyclopenta[d][1,3]thiazin-2-yl)benzamide (0.200 g, 0.349 mmol) and hydrazine (0.559 g, 1.75 mmol) in ethanol (4 mL) is stirred at 120° C. over night. The mixture is cooled, diluted with ethyl acetate and is washed with water. The organic layer is dried over sodium sulfate and the solvent is removed under reduced pressure to give the title compound (0.164 g, 100%). ES/MS m/e: 469 (M+1).

Workup

  1. temperatureThe mixture is cooled
  2. washis washed with water
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-03892b2c44aa4d499ed37813f71dab03
Source dataset
uspto-grants-2012_10
Patent number
US08278441B2

Reaction notes

Loading…