HCID 11215611, compound → HCID 11374140, compound

HRID 272423Notes

Reaction equation

HRID 272423 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-ca32b24e9e8041e0b9cdf967452755c5
Source dataset
uspto-grants-2008_11
Patent number
US07456168B2

Reaction notes

Loading…