Hydrochloric Acid → HCID 11258894, compound

HRID 1271965Notes

Reaction equation

HRID 1271965 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]=[CH:29][C:28](=[O:31])[N:27]([CH:32]5[CH2:36][CH2:35][CH2:34][CH2:33]5)[C:25]=4[N:26]=3)=[CH:18][CH:19]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:37]>C(Cl)Cl.CO>[ClH:37].[CH:32]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]=[CH:29][C:28]2=[O:31])[CH2:36][CH2:35][CH2:34][CH2:33]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10152222HCID 10152222, compound

Product 1

HCID 11258894HCID 11258894, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

A solution of 4-[6-(8-cyclopentyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (143 mg, 0.29 mmol) in CH2Cl2/MeOH (6 mL/1.5 mL) was treated with HCl gas at room temperature for ˜3 min. The solution was stirred at room temperature for ˜6 hours then filtered to collect the solid. This solid was washed with CH2Cl2 and dried in vacuo to yield 8-cyclopentyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride salt (98 mg, 66%). mp 213–215° C. Anal Calc'd for C21H25N7O2O HCl 2.5 H2O: C, 49.51; H, 5.90; N, 15.74; N, 15.74; Cl, 13.92. Found: C, 49.64; H, 6.12; N, 19.23, Cl, 14.20.

Workup

  1. filtrationthen filtered
  2. customto collect the solid
  3. washThis solid was washed with CH2Cl2
  4. customdried in vacuo

Sources & evidence

ORD record
ord-2f655a4bcf3f4864a06ebff2f36e4b8c
Source dataset
uspto-grants-2007_04
Patent number
US07208489B2

Reaction notes

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