2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- → HCID 70040221, compound

HRID 483209Notes

Reaction equation

HRID 483209 reaction equation
[F: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]([CH3:33])([CH3:32])[CH2:22][N:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH3:24])(=[O:18])[CH2:14][C:15]([CH3:17])=O.[NH2:34]/[C:35](/[CH3:42])=[CH:36]\[C:37]([O:39][CH2:40][CH3:41])=[O:38]>CC(O)C>[CH3:17][C:15]1[NH:34][C:35]([CH3:42])=[C:36]([C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:4]([C:3]2[CH:6]=[CH:7][CH:8]=[C:9]([N+:10]([O-:12])=[O:11])[C:2]=2[F:1])[C:14]=1[C:13]([O:19][CH2:20][C:21]([CH3:33])([CH3:32])[CH2:22][N:23]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH3:24])=[O:18]

Participants

5

Reactant 3

HCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 10108340HCID 10108340, compoundHCID 104873252-Fluoro-3-nitrobenzaldehyde

Product 1

HCID 70040221HCID 70040221, compoundYield 20.3%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 184 mg of 2-fluoro-3-nitrobenzaldehyde, 324 mg of 3-(N-benzyl-N-methylamino)-2,2-dimethylpropyl acetoacetate and 138 mg of ethyl 3-aminocrotonate in 1 ml of 2-propanol was reacted and then purified in the same way as in Example 8 to yield 120 mg of the desired compound (162).

Workup

  1. customwas reacted
  2. custompurified in the same way as in Example 8

Sources & evidence

ORD record
ord-d5dc1583fb0d4c4389a89e66fc751d7a
Source dataset
uspto-grants-1986_03
Patent number
US04578395

Reaction notes

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