Methyl 3-(benzylamino)but-2-enoate → HCID 118558031, compound

HRID 2207174Notes

Reaction equation

HRID 2207174 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](=[O:13])[CH:8]([CH2:14]/[CH:15]=[CH:16]/[CH:17]=O)[CH2:7][CH2:6]2.[CH2:19]([NH:26][C:27]([CH3:33])=[CH:28][C:29]([O:31][CH3:32])=[O:30])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([N:26]1[CH:17]=[CH:16][CH:15]([CH2:14][CH:8]2[CH2:7][CH2:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:9]2=[O:13])[C:28]([C:29]([O:31][CH3:32])=[O:30])=[C:27]1[CH3:33])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 70166001Methyl 3-(benzylamino)but-2-enoateHCID 90303875(E)-4-(6-methoxy-1-oxo-tetralin-2-yl)but-2-enal

Product 1

HCID 118558031HCID 118558031, compound

Procedure

The title compound 69 is prepared according to the procedure reported in step D of Example 8 with aldehyde 54 (100 mg, 0.41 mmol) and enamine 70 (90.0 mg, 0.37 mmol) as reactants. Purification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1) afford the title compound 69 as a yellow oil. (Yield 80 mg, 45%).

Workup

  1. customThe title compound 69 is prepared
  2. customPurification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1)

Sources & evidence

ORD record
ord-af3332c6bb134c3f87cf2b98e941f48d
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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