HCID 11215611, compound → HCID 11374140, compound

HRID 586458Notes

Reaction equation

HRID 586458 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]([NH:31]C(OC(C)(C)C)=O)[C:28](=[O:39])[N:27]([CH:40]5[CH2:44][CH2:43][CH2:42][CH2:41]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:46].CO>>[ClH:46].[NH2:31][C:29]1[C:28](=[O:39])[N:27]([CH:40]2[CH2:44][CH2:43][CH2:42][CH2:41]2)[C:25]2[N:26]=[C:21]([NH:20][C:17]3[CH:18]=[CH:19][C:14]([N:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[CH:15][N:16]=3)[N:22]=[CH:23][C:24]=2[CH:30]=1

Participants

3

Reactant 2

HCID 11215611HCID 11215611, compoundHCID 21584188Chloroform methanol

Product 1

HCID 11374140HCID 11374140, compoundYield 100%

Procedure

4-[6-(6-tert-Butoxycarbonylamino-8-cyclopentyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester (0.31 g, 0.511 mmol) prepared as in Example 10, was added to 1:1 chloroform/methanol (20 ml) and the mixture was purged with anhydrous hydrogen chloride gas then stirred at room temperature for 18 hours. The resulting solid was collected by filtration, washed with diethyl ether, and dried in vacuo to provide 6-amino-8-cyclopentyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride as a yellow solid (0.202 g, 100%). MS (APCI); M++1: Calc'd, 407.48. Found, 407.4. Analyses for C21H26N8O.1.25 H2O.2HCl: Calc'd: C, 50.46; H, 6.02; N, 22.14; Cl (ionic), 15.98; H2O, 4.58. Found: C, 50.25; H, 6.13; N, 22.32; Cl (ionic), 14.13; H2O, 4.49.

Workup

  1. customthe mixture was purged with anhydrous hydrogen chloride gas
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-944c400c1b4445ecb3195ab6fb265b15
Source dataset
uspto-grants-2005_08
Patent number
US06936612B2

Reaction notes

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