4-Methoxybenzylamine → N-(4-Methoxybenzyl)-5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]oxazol-2-amine

HRID 1854606Notes

Reaction equation

HRID 1854606 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[O:19][C:18]([NH:20][CH2:21][C:22]4[CH:27]=[CH:26]N=[CH:24][CH:23]=4)=[N:17][CH:16]=3)[CH:12]=[CH:11][CH:10]=2)[CH:3]=1.Cl[C:29]1[O:30][CH:31]=CN=1.COC1C=CC(CN)=CC=1>CC(O)C>[CH3:29][O:30][C:31]1[CH:26]=[CH:27][C:22]([CH2:21][NH:20][C:18]2[O:19][C:15]([C:13]3[CH:12]=[CH:11][CH:10]=[C:9]([NH:8][C:4]4[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=4)[N:14]=3)=[CH:16][N:17]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 754524-MethoxybenzylamineHCID 133710742-Chloro-1,3-oxazoleHCID 673458655-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]-N-(pyridin-4-ylmethyl)oxazol-2-amine

Product 1

HCID 67324618N-(4-Methoxybenzyl)-5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]oxazol-2-amine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Prepared as for 5-[6-(4-methylpyridin-2-ylamino)pyridin-2-yl]-N-(pyridin-4-ylmethyl)oxazol-2-amine above from the chlorooxazole and 4-methoxybenzylamine in iPrOH. 1H NMR (300 MHz, DMSO-d6) δ 9.60 (s, 1H), 8.18-8.00 (m, 2H), 7.75 (s, 1H), 7.63 (t, J=7.9 Hz, 1H), 7.45 (d, J=8.3 Hz, 1H), 7.38-7.24 (m, 3H), 6.95-6.86 (m, 3H), 6.73 (d, J=5.0 Hz, 1H), 4.37 (d, J=5.9 Hz, 2H), 3.72 (s, 3H), 2.30 (s, 3H). (ESI+) m/z 388 (M+H)+.

Sources & evidence

ORD record
ord-d5e62c63b1634d0c9d537571fdc1fb56
Source dataset
uspto-grants-2015_02
Patent number
US08962665B2

Reaction notes

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