Chloroform → HCID 10289363, compound

HRID 272435Notes

Reaction equation

HRID 272435 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]([CH2:31][C:32]5[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=5)[C:28](=[O:38])[N:27]([CH:39]5[CH2:43][CH2:42][CH2:41][CH2:40]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:45]>>[ClH:45].[CH2:31]([C:29]1[C:28](=[O:38])[N:27]([CH:39]2[CH2:40][CH2:41][CH2:42][CH2:43]2)[C:25]2[N:26]=[C:21]([NH:20][C:17]3[CH:18]=[CH:19][C:14]([N:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)=[CH:15][N:16]=3)[N:22]=[CH:23][C:24]=2[CH:30]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 6212ChloroformHCID 69206658HCID 69206658, compound

Product 1

HCID 10289363HCID 10289363, compound

Procedure

4-[6-(6-Benzyl-8-cyclopentyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (0.21 g, 0.36 mmol) prepared as in Example 23, was dissolved in 1:1 chloroform:methanol (15 ml), purged with anhydrous hydrogen chloride gas and stoppered for 3 hours. The mixture was poured into diethyl ether (50 ml) to give a precipitate which was filtered and dried in vacuo to provide 6-benzyl-8-cyclopentyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride (0.162 g). Analyses for C28H31N72.1.5H2O 1.5HCl: Calc'd: C, 57.26; H, 6.09; N, 16.69, Cl (ionic), 9.05; H2O, 4.60. Found: C, 57.95; H, 6.23; N, 16.80; Cl (ionic), 9.87; H2O, 4.59.

Workup

  1. custommethanol (15 ml), purged with anhydrous hydrogen chloride gas
  2. additionThe mixture was poured into diethyl ether (50 ml)
  3. customto give a precipitate which
  4. filtrationwas filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-7322aee271b54e2e88398053e3d92c5b
Source dataset
uspto-grants-2008_11
Patent number
US07456168B2

Reaction notes

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