4-Fluorobenzohydrazide → HCID 178452467, compound

HRID 710248Notes

Reaction equation

HRID 710248 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=O)=[CH:4][CH:3]=1.[C:12]([C:14]1[CH:19]=[CH:18][C:17]([C@@H:20]2[O:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:21]2)=[CH:16][CH:15]=1)#[N:13].C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[NH:8][N:9]=[C:12]([C:14]3[CH:15]=[CH:16][C:17]([C@@H:20]4[O:25][CH2:24][CH2:23][N:22]([C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[CH2:21]4)=[CH:18][CH:19]=3)[N:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 99724-FluorobenzohydrazideHCID 11430Potassium CarbonateHCID 66861409tert-butyl (2S)-2-(4-cyanophenyl)morpholine-4-carboxylate

Product 1

HCID 178452467HCID 178452467, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
150 °C

Procedure

4-Fluorobenzhydrazide (50 mg, 0.324) an (S)-tert-butyl 2-(4-cyanophenyl)morpholine-4-carboxylate (112 mg, 0.389 mmol) and potassium carbonate (22.5 mg, 0.162 mmol) was dissolved in butan-1-ol (1 ml) and stirred in a closed vial for 3 h at 150° C. The vial was opened and heating was continued for another 15 min to evaporate most of the solvent.

Workup

  1. temperatureheating
  2. waitwas continued for another 15 min
  3. customto evaporate most of the solvent

Sources & evidence

ORD record
ord-0aeace0f06fc4708ae2f804f08c05246
Source dataset
uspto-grants-2015_11
Patent number
US09181230B2

Reaction notes

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