Chloroform → 8-cyclopentyl-6-isobutoxy-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride

HRID 272433Notes

Reaction equation

HRID 272433 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[N:16][C:17]([NH:20][C:21]3[N:22]=[CH:23][C:24]4[CH:30]=[C:29]([O:31][CH2:32][CH:33]([CH3:35])[CH3:34])[C:28](=[O:36])[N:27]([CH:37]5[CH2:41][CH2:40][CH2:39][CH2:38]5)[C:25]=4[N:26]=3)=[CH:18][CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(Cl)(Cl)[Cl:43]>>[ClH:43].[CH:37]1([N:27]2[C:25]3[N:26]=[C:21]([NH:20][C:17]4[CH:18]=[CH:19][C:14]([N:11]5[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]5)=[CH:15][N:16]=4)[N:22]=[CH:23][C:24]=3[CH:30]=[C:29]([O:31][CH2:32][CH:33]([CH3:34])[CH3:35])[C:28]2=[O:36])[CH2:41][CH2:40][CH2:39][CH2:38]1

Participants

3

Reactant 2

HCID 6212ChloroformHCID 112730084-[6-(8-Cyclopentyl-6-isobutoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 101523338-cyclopentyl-6-isobutoxy-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride

Conditions

Temperature
0 °C

Procedure

4-[6-(8-Cyclopentyl-6-isobutoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (0.067 g, 0.119 mmol) was dissolved in chloroform (5 ml), cooled to 0° C. This solution was purged with anhydrous hydrogen chloride gas and stoppered for 3 hours. Diethyl ether was added to the mixture giving a precipitate that was filtered and dried in vacuo to provide 8-cyclopentyl-6-isobutoxy-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride as a solid (0.056 g). MS (APCI); M++1: Calc'd, 464.5. Found, 464.3. Analyses for C25H33N7O2.1.0H2O.2.0HCl: Calc'd: C, 54.15; H, 6.72; N, 17.68, Cl (ionic), 12.78; H2O, 3.25. Found: C, 54.18; H, 6.98; N, 17.51; Cl (ionic), 12.15; H2O, 2.60.

Workup

  1. customThis solution was purged with anhydrous hydrogen chloride gas
  2. additionDiethyl ether was added to the mixture
  3. customgiving a precipitate that
  4. filtrationwas filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-5c0453e09c3341578b8d45ddf5d12666
Source dataset
uspto-grants-2008_11
Patent number
US07456168B2

Reaction notes

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