N-Methylethylamine → HCID 67027585, compound

HRID 455117Notes

Reaction equation

HRID 455117 reaction equation
[CH2:1]([NH:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][CH2:12][C:13]2[N:17]3[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]3=[N:15][C:14]=2[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[N:6]=1)[CH3:2].Cl[C:31]1C=CC2N(C(CNC3N=C(C=O)C=CN=3)=C(C3C=CC(F)=CC=3)N=2)C=1.CNCC>>[CH2:1]([N:3]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][CH2:12][C:13]2[N:17]3[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]3=[N:15][C:14]=2[C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)[N:6]=1)[CH3:31])[CH3:2]

Participants

4

Reactant 3

HCID 12219N-MethylethylamineHCID 67028846HCID 67028846, compoundHCID 86655126HCID 86655126, compound

Product 1

HCID 67027585HCID 67027585, compoundYield 40%

Procedure

The title compound was prepared in the same fashion as that described for compound 196 from 2-((6-chloro-2-(4-fluorophenyl)imidazo[1,2-a]pyridin-3-yl)methylamino)pyrimidine-4-carbaldehyde and N-methylethanamine. (0.068 g, 40% yield). M/e+ 425.1 for C22H22ClFN6 (M+H)+; 1H-NMR (500 MHz, CDCl3, δ) 8.55 (s, 1H), 8.30 (d, J=5.0 Hz, 1H), 7.78-7.75 (m, 2H), 7.57 (d, J=9.5 Hz, 1H), 7.20-7.15 (m, 3H), 6.83 (d, J=5.0 Hz, 1H), 5.26 (br s, 1H), 5.05 (d, J=6.0 Hz, 2H), 3.48 (s, 2H), 2.51 (q, J=7.0 Hz, 2H), 2.28 (s, 3H), 1.11 (t, J=7.0 Hz, 3H)

Sources & evidence

ORD record
ord-62c54f622b4b4535ac40adef50b5bf4c
Source dataset
uspto-grants-2013_07
Patent number
US08497278B2

Reaction notes

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