HCID 90304014, compound → HCID 118557931, compound

HRID 2207178Notes

Reaction equation

HRID 2207178 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][CH2:15]/[CH:16]=[CH:17]/[CH:18]=O)[CH2:7][CH2:6]2.[Cl:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27][NH:28][CH:29]=[CH:30][C:31](=[O:33])[CH3:32]>>[C:31]([C:30]1[CH:16]([CH2:15][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])[CH:17]=[CH:18][N:28]([CH2:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[Cl:20])[CH:29]=1)(=[O:33])[CH3:32]

Participants

3

Reactant 2

HCID 90304014HCID 90304014, compoundHCID 131735879HCID 131735879, compound

Product 1

HCID 118557931HCID 118557931, compound

Procedure

The title compound 73 is prepared according to the procedure reported in step D of Example 8 with aldehyde 76 (121 mg, 0.47 mmol) and enamine 45 (138 mg, 0.56 mmol) as reactants. Purification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1) afford the title compound 74 as a yellow oil. (Yield 67.5 mg, 32%).

Workup

  1. customPurification by column chromatography on SiO2 (Petroleum Ether/EtOAc=2:1)

Sources & evidence

ORD record
ord-e2969e26d1b94f96855e1c6ad7445117
Source dataset
uspto-grants-2016_06
Patent number
US09376387B2

Reaction notes

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