Trifluoroacetic acid → HCID 9884644, compound

HRID 1783524Notes

Reaction equation

HRID 1783524 reaction equation
[CH:1]([N:4]1[C:9]2=[N:10][C:11]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH:25]=[CH:24][CH:23]=[N:22]4)=[CH:17][CH:16]=3)=[N:12][CH:13]=[C:8]2[CH2:7][NH:6][C:5]1=[O:26])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.CC(C)([O-])C.[K+]>O1CCCC1>[CH:1]([N:4]1[C:9]2=[N:10][C:11]([NH:14][C:15]3[CH:16]=[CH:17][C:18]([N:21]4[CH:25]=[CH:24][CH:23]=[N:22]4)=[CH:19][CH:20]=3)=[N:12][CH:13]=[C:8]2[CH:7]=[N:6][C:5]1=[O:26])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 23665647Potassium tert-butoxide2×HCID 54241860HCID 54241860, compound

Product 1

HCID 9884644HCID 9884644, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared from 150 mg (0.32 mmol) of 1-isopropyl-7-[4-(pyrazol-1-yl)phenylamino]-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2(1H)-one, trifluoroacetic acid and 218 mg (1.94 mmol) of potassium tert-butoxide in 10 mL of tetrahydrofuran. The reaction mixture is stirred for 48 hours, 50 mg (0.44 mmol) of potassium tert-butoxide is added, and the reaction is continued for 72 hours. After the workup, the semi-solid is triturated in diethyl ether, and the powder is collected and dried to give 86 mg (73%) of the title compound: mp 243-247° C. (dec).

Workup

  1. waitthe reaction is continued for 72 hours
  2. customAfter the workup, the semi-solid is triturated in diethyl ether
  3. customthe powder is collected
  4. customdried

Sources & evidence

ORD record
ord-081d1b9d44ad4a7fb60944f12b382cd7
Source dataset
uspto-grants-2009_03
Patent number
US07501425B1

Reaction notes

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