2-Bromoethyldimethylammonium bromide → 3-(2-(Dimethylamino)ethyl)-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

HRID 1260453Notes

Reaction equation

HRID 1260453 reaction equation
CC1(C)O[C@@H:5]([CH2:7][N:8]2[C:13](=[O:14])[C:12]3[C:15]([NH:21][C:22]4[CH:27]=[CH:26][C:25]([I:28])=[CH:24][C:23]=4[F:29])=[CH:16][C:17](=[O:20])[N:18]([CH3:19])[C:11]=3[N:10]=[CH:9]2)CO1.NC1C=C[C:35]([NH:38][C:39]2C3C(=O)NC=NC=3N(C)C(=O)C=2)=C(F)C=1.Br.BrCCN(C)C>>[CH3:35][N:38]([CH3:39])[CH2:5][CH2:7][N:8]1[C:13](=[O:14])[C:12]2[C:15]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([I:28])=[CH:24][C:23]=3[F:29])=[CH:16][C:17](=[O:20])[N:18]([CH3:19])[C:11]=2[N:10]=[CH:9]1

Participants

4

Reactant 3

HCID 457913472-Bromoethyldimethylammonium bromideHCID 59823036(S)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dioneHCID 1357416545-((4-Amino-2-fluorophenyl)amino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Product 1

HCID 249678843-(2-(Dimethylamino)ethyl)-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione

Procedure

The title compound was prepared following the same procedure for the synthesis of compound 5G using compound 5F and 2-bromo-N,N-dimethylethanamine hydrobromide as starting material. 1H NMR (400 MHz, MeOD) δ 8.57 (s, 1H) 7.68 (m, 2H) 7.33 (t, J=8.36 Hz, 1H) 5.78 (s, 1H) 4.51 (t, J=4.0 Hz, 2H) 3.69 (s, 3H) 3.66 (t, J=8.0 Hz, 2H) 3.09 (s, 6H).

Sources & evidence

ORD record
ord-83c42ff9af444e1f8f7477bed8377f90
Source dataset
uspto-grants-2013_06
Patent number
US08470837B2

Reaction notes

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