Hydrazine hydrate (1:1) → HCID 68716227, compound

HRID 1947249Notes

Reaction equation

HRID 1947249 reaction equation
[C:1]([C:4]1[CH:5]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][C:19]=2[O:26][CH3:27])[C:6]([C:13]([O:15]CC)=O)=[C:7]([CH:11]=O)[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2].O.[NH2:29][NH2:30]>C(O)C.C(O)(=O)C>[C:1]([C:4]1[CH:5]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][C:19]=2[O:26][CH3:27])[C:6]2[C:13](=[O:15])[NH:30][N:29]=[CH:11][C:7]=2[NH:8][C:9]=1[CH3:10])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86638962HCID 86638962, compound

Product 1

HCID 68716227HCID 68716227, compound

Reagents, catalysts & solvents 1

HCID 18476134Acetic acid ethanolSolvent

Procedure

208 mg (0.565 mmol) of ethyl 5-acetyl-4-(4-cyano-2-methoxyphenyl)-2-formyl-6-methyl-1,4-dihydropyridine-3-carboxylate and 41.5 mg (0.830 mmol) of hydrazine hydrate are taken up in 6.6 ml of ethanol/acetic acid (10:1) and reacted at 100° C. for 5 h. The volatile components are removed in a rotary evaporator, and the residue is taken up in acetonitrile. The precipitated product is filtered off and dried under high vacuum. 66 mg (34.7% of theory) of the title compound are obtained.

Workup

  1. customreacted at 100° C. for 5 h
  2. customThe volatile components are removed in a rotary evaporator
  3. filtrationThe precipitated product is filtered off
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-c4bd343ea1664755a2cbe3ee7421a5de
Source dataset
uspto-grants-2013_03
Patent number
US08399471B2

Reaction notes

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