Hydrazine hydrate (1:1) → HCID 136368568, compound

HRID 908039Notes

Reaction equation

HRID 908039 reaction equation
[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH:13]1[CH:22]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[C:21](=O)[C:20]2[C:19]([C:31]([O:33]CC)=O)=[CH:18][CH:17]=[CH:16][C:15]=2[NH:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:37][NH2:38]>CO>[CH2:1]([N:8]1[CH:12]=[CH:11][N:10]=[C:9]1[CH:13]1[NH:14][C:15]2[C:20]3[C:21](=[N:37][NH:38][C:31](=[O:33])[C:19]=3[CH:18]=[CH:17][CH:16]=2)[CH:22]1[C:23]1[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67259585HCID 67259585, compound

Product 1

HCID 136368568HCID 136368568, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of ethyl 2-(1-benzyl-1H-imidazol-2-yl)-3-(4-fluorophenyl)-4-oxo-1,2,3,4-tetrahydroquinoline-5-carboxylate (280 mg, 0.59 mmol) and hydrazine monohydrate (2 mL, 85%) in methanol (4 mL) was stirred at 40° C. for 2 hr, and then evaporated to half of the original volume. The mixture was filtrated and washed the solid with ethyl acetate to obtain the title compound (200 mg, yield 96%). LC-MS (ESI) m/z: 437 (M+1)+.

Workup

  1. customevaporated to half of the original volume
  2. filtrationThe mixture was filtrated
  3. washwashed the solid with ethyl acetate

Sources & evidence

ORD record
ord-6c157e72e8e04892aff6a3b93559dbe7
Source dataset
uspto-grants-2011_09
Patent number
US08012976B2

Reaction notes

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