4-(Methanesulfonyl)piperidine → HCID 59548356, compound

HRID 1621719Notes

Reaction equation

HRID 1621719 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.[CH3:44][S:45]([CH:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1)(=[O:47])=[O:46]>>[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:51]3[CH2:52][CH2:53][CH:48]([S:45]([CH3:44])(=[O:47])=[O:46])[CH2:49][CH2:50]3)=[CH:19][N:18]=2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 222750384-(Methanesulfonyl)piperidineHCID 601552675-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Product 1

HCID 59548356HCID 59548356, 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 (0.200 g, 0.346 mmol) and 4-(methylsulfonyl)piperidine (PharmaBlock, Carrboro, N.C.) (0.085 g, 0.519 mmol). 1H NMR (400 MHz, CDCl3) δ 11.67 (s, 1H); 8.71 (d, J=2.15 Hz, 1H); 8.36 (d, J=2.54 Hz, 1H); 8.18 (d, J=2.35 Hz, 1H); 8.11 (dd, J=9.00, 2.74 Hz, 1H); 6.77 (d, J=8.80 Hz, 1H); 5.76 (s, 2H); 3.94 (s, 3H); 3.49 (s, 2H); 3.10 (d, J=11.35 Hz, 2H); 2.80-2.86 (m, 4H); 2.55 (s, 3H); 2.00-2.18 (m, 4H); 1.84-2.00 (m, 3H). m/z (ESI, +ve ion) 484.9 (M+H)+.

Sources & evidence

ORD record
ord-ddd835d012bd49e6b34a558b71461580
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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