Methyl 3-aminocrotonate → HCID 13603750, compound

HRID 483212Notes

Reaction equation

HRID 483212 reaction equation
[Cl:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:13]([O:19][CH2:20][C:21]([CH3:27])([CH3:26])[CH2:22][N:23]([CH3:25])[CH3:24])(=[O:18])[CH2:14][C:15]([CH3:17])=O.[NH2:28]/[C:29](/[CH3:35])=[CH:30]\[C:31]([O:33][CH3:34])=[O:32]>CC(O)C>[CH3:17][C:15]1[NH:28][C:29]([CH3:35])=[C:30]([C:31]([O:33][CH3:34])=[O:32])[CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([N+:10]([O-:12])=[O:11])[C:2]=2[Cl:1])[C:14]=1[C:13]([O:19][CH2:20][C:21]([CH3:27])([CH3:26])[CH2:22][N:23]([CH3:25])[CH3:24])=[O:18]

Participants

5

Reactant 3

HCID 643918Methyl 3-aminocrotonateHCID 126677132-Chloro-3-nitrobenzaldehydeHCID 152248933-(Dimethylamino)-2,2-dimethylpropyl 3-oxobutanoate

Product 1

HCID 13603750HCID 13603750, compoundYield 20.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 185.5 mg of 2-chloro-3-nitrobenzaldehyde, 236.5 mg of 3-(N,N-dimethylamino)-2,2-dimethylpropyl acetoacetate and 126.5 mg of methyl 3-aminocrotonate in 2 ml of 2-propanol was reacted and then purified in the same way as in Referetial Example 6, (ii) to yield 100 mg of the desired compound.

Workup

  1. customwas reacted
  2. custompurified in the same way as in Referetial Example 6, (ii)

Sources & evidence

ORD record
ord-f1eb4d846a354322bccb7be7b4a47390
Source dataset
uspto-grants-1986_03
Patent number
US04578395

Reaction notes

Loading…