Hydrazine → HCID 86608783, compound

HRID 1508412Notes

Reaction equation

HRID 1508412 reaction equation
[Si:1]([O:18][CH2:19][CH2:20][C:21]1([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[N:25]([C:26]([NH:28]C(=O)C2C=CC=CC=2)=[S:27])[N:24]=[C:23]([C:37]2[CH:42]=[C:41]([F:43])[CH:40]=[CH:39][C:38]=2[F:44])[S:22]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN>C1COCC1>[Si:1]([O:18][CH2:19][CH2:20][C:21]1([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[N:25]([C:26](=[S:27])[NH2:28])[N:24]=[C:23]([C:37]2[CH:42]=[C:41]([F:43])[CH:40]=[CH:39][C:38]=2[F:44])[S:22]1)([C:14]([CH3:15])([CH3:16])[CH3:17])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86608782HCID 86608782, compound

Product 1

HCID 86608783HCID 86608783, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5-(2,5-difluorophenyl)-2-phenyl-2,3-dihydro-1,3,4-thiadiazole-3-carbonothioyl)benzamide (0.677 g, 0.938 mmol) in 20 mL of anhydrous THF was added hydrazine (0.060 mL, 1.87 mmol). The reaction was stirred at room temperature for 3 hours then concentrated in vacuo. The residue was purified by flash column chromatography (5-10% ethyl acetate/hexanes) to afford the desired product as a pale yellow foam, 0.502 g, 87%.

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by flash column chromatography (5-10% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-b2320e15e18143039ecf0278a0a7e01b
Source dataset
uspto-grants-2015_12
Patent number
US09221841B2

Reaction notes

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