Potassium tert-butoxide → HCID 68859345, compound

HRID 1783519Notes

Reaction equation

HRID 1783519 reaction equation
[CH:1]1([N:6]2[C:11]3=[N:12][C:13]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[C:19]([CH3:31])[CH:18]=4)=[N:14][CH:15]=[C:10]3[CH2:9][NH:8][C:7]2=[O:32])[CH2:5][CH2:4][CH2:3][CH2:2]1.CC(C)([O-])C.[K+]>CS(C)=O.COC(C)(C)C.CCCCCC>[CH:1]1([N:6]2[C:11]3=[N:12][C:13]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[C:19]([CH3:31])[CH:18]=4)=[N:14][CH:15]=[C:10]3[CH:9]=[N:8][C:7]2=[O:32])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

6

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 68859596HCID 68859596, compound

Product 1

HCID 68859345HCID 68859345, compoundYield 24.3%

Reagents, catalysts & solvents 3

HCID 679Dimethyl SulfoxideSolventHCID 8058HexaneSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

Prepared from 70 mg (0.16 mmol) of 1-cyclopentyl-7-{3-methyl-4-[2-(diethylamino)ethoxy]phenylamino}-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one and 72 mg (0.58 mmol) of potassium tert-butoxide in 3.0 mL of DMSO. The crude semi-solid residue is dissolved in a mixture of tert-butyl methyl ether and hexane. The solution is allowed to evaporate slowly to less than 1 mL, then diluted with 2 mL of 1:3 diethyl ether/hexane. The precipitated solids are collected and dried to give 17 mg (24%) of the title compound: mp>95° C. (dec).

Workup

  1. customto evaporate slowly to less than 1 mL
  2. additiondiluted with 2 mL of 1:3 diethyl ether/hexane
  3. customThe precipitated solids are collected
  4. customdried

Sources & evidence

ORD record
ord-958947793f6f451ea3d2dc94d0df9516
Source dataset
uspto-grants-2009_03
Patent number
US07501425B1

Reaction notes

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