Hydrochloric Acid → 7-Amino-8-(3-aminopropyl)-2-(4-morpholin-4-ylphenylamino)-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide hydrochloride

HRID 871864Notes

Reaction equation

HRID 871864 reaction equation
[NH2:1][C:2]1[N:24]([CH2:25][CH2:26][CH2:27][NH:28]C(=O)OC(C)(C)C)[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([N:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)=[CH:14][CH:13]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:36])[C:3]=1[C:37](=[O:39])[NH2:38].[ClH:40].CCOCC>O1CCOCC1>[ClH:40].[NH2:1][C:2]1[N:24]([CH2:25][CH2:26][CH2:27][NH2:28])[C:6]2[N:7]=[C:8]([NH:11][C:12]3[CH:13]=[CH:14][C:15]([N:18]4[CH2:19][CH2:20][O:21][CH2:22][CH2:23]4)=[CH:16][CH:17]=3)[N:9]=[CH:10][C:5]=2[C:4](=[O:36])[C:3]=1[C:37]([NH2:38])=[O:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67325689tert-Butyl {3-[7-amino-6-carbamoyl-2-(4-morpholin-4-ylphenylamino)-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl]propyl}carbamate

Product 1

HCID 709263867-Amino-8-(3-aminopropyl)-2-(4-morpholin-4-ylphenylamino)-5-oxo-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

0.16 g (0.30 mmol) of the product prepared in step 11.4 is suspended in 4 mL of anhydrous dioxane, and 0.74 mL (2.95 mmol) of a 4N solution of hydrogen chloride in dioxane is added. The mixture is stirred at room temperature for 5 hours, and ether is added. The solid is drained by suction, rinsed with pentane and dried in an oven. 0.14 g of the expected product is obtained in the form of a white powder. Yield (dihydrochloride)=quantitative. m.p.=250°C. M+H+=439.

Workup

  1. washrinsed with pentane
  2. customdried in an oven

Sources & evidence

ORD record
ord-b8c109b6088e495e8b6aafb7ebb45a80
Source dataset
uspto-grants-2015_03
Patent number
US08975250B2

Reaction notes

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