Hydrochloric Acid → HCID 11293645, compound

HRID 1271966Notes

Reaction equation

HRID 1271966 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12]([C:15]2[CH:16]=[N:17][C:18]([NH:21][C:22]3[N:23]=[CH:24][C:25]4[CH:31]=[CH:30][C:29](=[O:32])[N:28]([CH:33]5[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]5)[C:26]=4[N:27]=3)=[CH:19][CH:20]=2)[CH2:11][CH2:10]1)=O)(C)(C)C>C(Cl)Cl>[ClH:1].[CH:33]1([N:28]2[C:26]3[N:27]=[C:22]([NH:21][C:18]4[CH:19]=[CH:20][C:15]([N:12]5[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]5)=[CH:16][N:17]=4)[N:23]=[CH:24][C:25]=3[CH:31]=[CH:30][C:29]2=[O:32])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10289187HCID 10289187, compound

Product 1

HCID 11293645HCID 11293645, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl gas was bubbled through a solution of 4-[6-(8-cyclohexyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (105 mg, 0.21 mmol) in CH2Cl2 (3 mL) at room temperature until a solid was formed. The mixture was stirred at room temperature for 6 hours and the solid formed was collected by filtration. The solid was hygroscopic. It was recrystalized from MeOH with addition of a few drops of water to yield 8-cyclohexyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride salt (40 mg, 35%). mp: 228–230° C. Anal Calc'd for C22H27N7O2O HCl 3.5 H2O: C, 48.80; H, 6.70; N, 18.11; Cl, 13.09. Found: C, 48.88; H, 6.39; N, 17.95; Cl, 12.88.

Workup

  1. customwas formed
  2. customthe solid formed
  3. filtrationwas collected by filtration
  4. customIt was recrystalized from MeOH with addition of a few drops of water

Sources & evidence

ORD record
ord-f5a718e7eefc44068d25f1003d7660c7
Source dataset
uspto-grants-2007_04
Patent number
US07208489B2

Reaction notes

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