3-Hydroxyazetidine hydrochloride → HCID 59548470, compound

HRID 1812132Notes

Reaction equation

HRID 1812132 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.Cl.[OH:45][CH:46]1[CH2:49][NH:48][CH2:47]1>>[NH2:8][C:9]1[N:14]=[C:13]([CH3:15])[N:12]=[C:11]([C:16]2[CH:23]=[C:20]([CH2:21][N:48]3[CH2:49][CH:46]([OH:45])[CH2:47]3)[CH:19]=[N:18][C:17]=2[NH:24][C:25]2[CH:26]=[N:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)[N:10]=1

Participants

3

Reactant 2

HCID 27592903-Hydroxyazetidine hydrochlorideHCID 601552675-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Product 1

HCID 59548470HCID 59548470, 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 (0.22 g, 0.381 mmol) and 3-hydroxyazetidine hydrochloride (Oakwood Products, Inc., West Columbia, S.C.) (0.063 g, 0.571 mmol). 1H NMR (400 MHz, CDCl3) δ 11.46 (s, 1H); 8.53 (br. s., 1H); 8.36 (d, J=2.54 Hz, 1H); 8.14 (d, J=2.15 Hz, 1H); 8.09 (dd, J=8.90, 2.64 Hz, 1H); 6.77 (d, J=8.80 Hz, 1H); 4.46-4.55 (m, 1H); 3.94 (s, 3H); 3.64 (s, 2H); 3.59 (t, J=7.73 Hz, 2H); 3.30-3.40 (m, 2H); 2.56 (s, 3H). m/z (ESI, +ve ion) 395.0 (M+H)+.

Sources & evidence

ORD record
ord-e198250d832d4d7abc65867af6e0f7b2
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

Loading…