Cesium carbonate → HCID 178486842, compound

HRID 1672134Notes

Reaction equation

HRID 1672134 reaction equation
CS([O:5][C@H:6]1[CH2:11][CH2:10][C@@H:9]([N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[CH2:13]2)[CH2:8][CH2:7]1)(=O)=O.[CH2:20]([N:27]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][C:32]([O:39][CH3:40])=[C:33](O)[CH:34]=2)[N:29]=[CH:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN1CCCC1=O>[CH2:20]([N:27]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][C:32]([O:39][CH3:40])=[C:33]([O:5][C@H:6]3[CH2:11][CH2:10][C@H:9]([N:12]4[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[CH2:13]4)[CH2:8][CH2:7]3)[CH:34]=2)[N:29]=[CH:28]1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 167349393-Benzyl-6-hydroxy-7-methoxyquinazolin-4-oneHCID 178481022HCID 178481022, compound

Product 1

HCID 178486842HCID 178486842, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

650 mg (cis)-1-methanesulphonyloxy-4-(4-methyl-3-oxo-piperazin-1-yl)-cyclohexane in 3 ml N-methyl-2-pyrrolidinone are added dropwise at 120° C. over two hours to 632 mg 3-benzyl-3,4-dihydro-4-oxo-6-hydroxy-7-methoxy-quinazoline and 1.09 g caesium carbonate in 4 ml N-methyl-2-pyrrolidinone. The product is isolated by preparative HPLC.

Workup

  1. customThe product is isolated by preparative HPLC

Sources & evidence

ORD record
ord-3f99220c88c54171918dae5a40fbf1cf
Source dataset
uspto-grants-2011_08
Patent number
US07998949B2

Reaction notes

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