N,N-Dimethylethylenediamine → HCID 67028936, compound

HRID 455075Notes

Reaction equation

HRID 455075 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][N:18]2[CH:23]=[CH:22][C:21]([NH:24][CH2:25][CH3:26])=[N:20][C:19]2=[O:27])=[CH:4][CH:3]=1.Cl[C:29]1C=CN(CC2N3C=CC=CC3=NC=2C2C=CC(Cl)=CC=2)[C:31](=O)[N:30]=1.CN(C)CCN>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][N:11]3[C:16]=2[CH2:17][N:18]2[CH:23]=[CH:22][C:21]([NH:24][CH2:25][CH2:26][N:30]([CH3:31])[CH3:29])=[N:20][C:19]2=[O:27])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 66053N,N-DimethylethylenediamineHCID 58337018HCID 58337018, compoundHCID 67028967HCID 67028967, compound

Product 1

HCID 67028936HCID 67028936, compound

Procedure

The title compound was prepared according to the experimental for compound 132 from 4-chloro-1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)pyrimidin-2(1H)-one and N1,N1-dimethylethane-1,2-diamine. M/e+ 423 for C22H24ClN6O (M+H)+; 1H-NMR (400 MHz, CDCl3) δ 8.42 (d, J=6.9 Hz, 1H), 7.68 (dd, J=8.4, 2.2 Hz, 2H), 7.64 (dd, J=9.1, 1.1 Hz, 1H), 7.47 (dd, J=8.4, 2.2 Hz, 2H), 7.28 (d, J=7.7 Hz, 1H), 6.86 (t, J=6.6 Hz, 1H), 6.65 (dd, J=7.3, 2.2 Hz, 1H), 6.49 (bs, 1H), 5.54 (d, J=1.8 Hz, 2H), 5.46 (dd, J=7.3, 1.8 Hz, 1H), 3.59 (m, 2H), 2.61 (m, 2H), 2.16 (s, 6H) ppm.

Sources & evidence

ORD record
ord-cb60d33fd5a943e3873c2cd56c742cb0
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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