Piperidine → HCID 59548177, compound

HRID 1621717Notes

Reaction equation

HRID 1621717 reaction equation
COC1C=CC(C[N:8](CC2C=CC(OC)=CC=2)[C:9]2[N:14]=[C:13]([CH3:15])[N:12]=[C:11]([C:16]3[C:17]([NH:24][C:25]4[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=4)=[N:18][CH:19]=[C:20]([CH:23]=3)[CH:21]=O)[N:10]=2)=CC=1.[NH:44]1[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1>>[CH3:32][O:31][C:28]1[N:27]=[CH:26][C:25]([NH:24][C:17]2[C:16]([C:11]3[N:12]=[C:13]([CH3:15])[N:14]=[C:9]([NH2:8])[N:10]=3)=[CH:23][C:20]([CH2:21][N:44]3[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]3)=[CH:19][N:18]=2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 601552675-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Product 1

HCID 59548177HCID 59548177, compound

Procedure

The title compound was synthesized following an analogous procedure to Example 220 using 5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde (264 mg, 0.457 mmol) and piperidine (Aldrich, St. Louis, Mo.) (67.7 μL, 0.686 mmol). 1H NMR (400 MHz, CDCl3) δ 11.64 (s, 1H); 8.72 (d, J=2.35 Hz, 1H); 8.35 (d, J=2.54 Hz, 1H); 8.21 (d, J=2.35 Hz, 1H); 8.14 (dd, J=8.90, 2.84 Hz, 1H); 6.77 (d, J=9.00 Hz, 1H); 5.56 (br. s., 2H); 3.94 (s, 3H); 3.45 (s, 2H); 2.56 (s, 3H); 2.41 (br. s., 3H); 1.60 (dt, J=10.95, 5.48 Hz, 5H); 1.39-1.46 (m, 2H). m/z (ESI, +ve ion) 407.0 (M+H)+.

Sources & evidence

ORD record
ord-ce5b310514b544b8913c1c4c3da43003
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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