Hydrazine hydrate (1:1) → HCID 59651960, compound

HRID 2042623Notes

Reaction equation

HRID 2042623 reaction equation
C([O:3][C:4]([C:6]1[C:10]([C:11](=O)[C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:14][CH:13]=2)=[C:9]([CH3:29])[O:8][N:7]=1)=O)C.O.[NH2:31][NH2:32]>C(O)C>[CH3:29][C:9]1[O:8][N:7]=[C:6]2[C:10]=1[C:11]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][CH2:21][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)=[CH:14][CH:13]=1)=[N:32][NH:31][C:4]2=[O:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59651992HCID 59651992, compound

Product 1

HCID 59651960HCID 59651960, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To 291.3 mg of 5-methyl-4-[4-(3-piperidin-1-ylpropoxy)benzoyl] isoxazole-3-carboxylic acid ethyl ester (0.7057 mmol) in 1.54 mL of ethanol at room temperature was added 49.4 μL of hydrazine monohydrate (0.988 mmol). After 21 h, the heterogeneous reaction was cooled to 0° C. and filtered. The white solid was washed with cold ethanol then diethyl ether and dried at 65° C. under high vacuum. Yield 120 mg (46%) of a white solid Mp 178-9; MS m/z 369 (M+H).

Workup

  1. customthe heterogeneous reaction
  2. filtrationfiltered
  3. washThe white solid was washed with cold ethanol
  4. dry with materialdiethyl ether and dried at 65° C. under high vacuum

Sources & evidence

ORD record
ord-f9e16a57ae864e89a56ce3354141396e
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

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