HCID 59854779, compound → HCID 11605578, compound

HRID 2112773Notes

Reaction equation

HRID 2112773 reaction equation
[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]3[CH:21]([CH3:22])[CH2:20][CH2:19][CH2:18][C:16]=3[S:17][C:11]=2[N:10]=[C:9]1[C:23]1[CH:28]=[C:27]([O:29][CH3:30])[C:26]([O:31][CH3:32])=[C:25]([O:33][CH3:34])[CH:24]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[O-:41][Cr](Cl)(=O)=O>ClCCl>[CH2:1]([N:8]1[C:13](=[O:14])[C:12]2[C:15]3[CH:21]([CH3:22])[CH2:20][CH2:19][C:18](=[O:41])[C:16]=3[S:17][C:11]=2[N:10]=[C:9]1[C:23]1[CH:24]=[C:25]([O:33][CH3:34])[C:26]([O:31][CH3:32])=[C:27]([O:29][CH3:30])[CH:28]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 59854779HCID 59854779, compoundHCID 178418287HCID 178418287, compound2×

Product 1

HCID 11605578HCID 11605578, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-Benzyl-5-methyl-2-(3,4,5-trimethoxyphenyl)-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-one (Compound No. 683) (17.7 mmol) dissolved in dry dichloromethane (30 ml) was added quickly to a mixture of PCC (19.2 g, 89.0 mmol, 500 mol-%) in dichloromethane (200 ml). During refluxing PCC was added several times until the reaction was completed. The reaction mixture was filtered through Celite with dichloromethane. The crude product was purified by flash chromatography.

Workup

  1. additionwas added several times until the reaction
  2. filtrationThe reaction mixture was filtered through Celite with dichloromethane
  3. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-f59bf36471d94bf894a371521352af6a
Source dataset
uspto-grants-2009_04
Patent number
US07524853B2

Reaction notes

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