Diethylamine → 2-Chloro-N-(4-chloro-3-(2-(2-(dimethylamino)ethylamino)-8-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)-6-diethylamino-isonicotinamide

HRID 1517255Notes

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([CH:34]=[C:35]([Cl:37])[N:36]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([C:15]2[C:30](=[O:31])[N:29]([O:32][CH3:33])[C:18]3[N:19]=[C:20]([NH:23][CH2:24][CH2:25][N:26]([CH3:28])[CH3:27])[N:21]=[CH:22][C:17]=3[CH:16]=2)[CH:9]=1)=[O:6].[CH2:38]([NH:40][CH2:41][CH3:42])[CH3:39]>CS(C)=O>[Cl:37][C:35]1[CH:34]=[C:4]([CH:3]=[C:2]([N:40]([CH2:41][CH3:42])[CH2:38][CH3:39])[N:36]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([C:15]2[C:30](=[O:31])[N:29]([O:32][CH3:33])[C:18]3[N:19]=[C:20]([NH:23][CH2:24][CH2:25][N:26]([CH3:27])[CH3:28])[N:21]=[CH:22][C:17]=3[CH:16]=2)[CH:9]=1)=[O:6]

Participants

Conditions

Temperature: 100 °C

Procedure

40 mg 2,6-dichloro-N-(4-chloro-3-(2-(2-(dimethylamino)ethylamino)-8-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)-isonicotinamide and 50 μl diethylamine were dissolved in 5 ml DMSO and heated at 100° C. in the microwave for 10 min. Addition of further diethylamine and heating in the microwave was repeated multiple times until the reaction was complete. The reaction mixture was purified on HPLC-MS in MeCN/water (1% formic acid) to yield 23 mg.

Workup

temperatureheating in the microwave
customThe reaction mixture was purified on HPLC-MS in MeCN/water (1% formic acid)
customto yield 23 mg

Sources & evidence

ORD record: ord-1006d41665dc462ea878f169124934aa
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08232283B2

Reaction notes

Loading…