HCID 54231166, compound → HCID 15838578, compound

HRID 1939652Notes

Reaction equation

HRID 1939652 reaction equation
[CH3:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH:4]=[C:5]([C:10]([CH3:12])=O)[C:6]([O:8][CH3:9])=[O:7].[NH2:17][C:18]([CH3:31])=[CH:19][C:20]([NH:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[O:21]>>[CH3:31][C:18]1[NH:17][C:10]([CH3:12])=[C:5]([C:6]([O:8][CH3:9])=[O:7])[CH:4]([C:3]2[CH:13]=[CH:14][CH:15]=[CH:16][C:2]=2[CH3:1])[C:19]=1[C:20]([NH:22][CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[O:21]

Participants

3

Reactant 2

HCID 54231166HCID 54231166, compoundHCID 86748281HCID 86748281, compound

Product 1

HCID 15838578HCID 15838578, compoundYield 49.5%

Conditions

Temperature
120 °C

Procedure

A mixture of 327 mg (1.5 mmol) of methyl 2-(2-methylbenzylidene)acetoacetate and 318 g (1.5 mmol) of t-butyl 2-[N-(3-amino-2-butenoyl)amino]acetate was stirred in a light-shielding condition at 120° C. for 10 minutes. After cooling to room temperature, the reaction mixture was chromatographed on a silica gel column for purification, whereby 308 mg (49.5%) of the captioned compound was obtained as an oily material.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was chromatographed on a silica gel column for purification

Sources & evidence

ORD record
ord-127738c45ad541849e53c2afb9c578db
Source dataset
uspto-grants-1997_12
Patent number
US05696268

Reaction notes

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