Potassium tert-butoxide → HCID 68860434, compound

HRID 1783518Notes

Reaction equation

HRID 1783518 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]([N:23]5[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]5)=[CH:19][CH:18]=4)=[N:14][CH:15]=[C:10]3[CH2:9][NH:8][C:7]2=[O:30])[CH2:5][CH2:4][CH2:3][CH2:2]1.CC(C)([O-])C.[K+]>CS(C)=O>[CH:1]1([N:6]2[C:11]3=[N:12][C:13]([NH:16][C:17]4[CH:18]=[CH:19][C:20]([N:23]5[CH2:28][CH2:27][CH:26]([OH:29])[CH2:25][CH2:24]5)=[CH:21][CH:22]=4)=[N:14][CH:15]=[C:10]3[CH:9]=[N:8][C:7]2=[O:30])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 68859582HCID 68859582, compound

Product 1

HCID 68860434HCID 68860434, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Prepared from 60 mg (0.15 mmol) of 1-cyclopentyl-7-[4-(4-hydroxypiperidin-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one and 66 mg (0.58 mmol) of potassium tert-butoxide in 1.5 mL of DMSO. The crude semi-solid residue is triturated in 15 mL of 2:1 diethyl ether/hexane, and the orange amorphous solid is collected and dried to leave 20 mg (30%) of the title compound: mp>185° C. (dec).

Workup

  1. customThe crude semi-solid residue is triturated in 15 mL of 2:1 diethyl ether/hexane
  2. customthe orange amorphous solid is collected
  3. customdried

Sources & evidence

ORD record
ord-ed9dfb12b6bb44668d2e8780d1f64eac
Source dataset
uspto-grants-2009_03
Patent number
US07501425B1

Reaction notes

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