(R)-(-)-2-Amino-1-propanol → HCID 59548262, compound

HRID 1621721Notes

Reaction equation

HRID 1621721 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.[NH2:44][C@H:45]([CH3:48])[CH2:46][OH:47]>>[NH2:8][C:9]1[N:14]=[C:13]([CH3:15])[N:12]=[C:11]([C:16]2[CH:23]=[C:20]([CH2:21][NH:44][C@H:45]([CH3:48])[CH2:46][OH:47])[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 80308(R)-(-)-2-Amino-1-propanolHCID 601552675-(4-(Bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)nicotinaldehyde

Product 1

HCID 59548262HCID 59548262, 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 (0.230 g, 0.398 mmol) and (R)-2-aminopropanol (Aldrich, St. Louis, Mo.) (0.047 mL, 0.597 mmol). 1H NMR (400 MHz, d6-DMSO) δ 11.82 (s, 1H); 8.93 (d, J=2.35 Hz, 1H); 8.60-8.80 (m, 2H); 8.56 (d, J=2.54 Hz, 1H); 8.38 (d, J=2.54Hz, 1H); 8.13 (dd, J=8.90, 2.84 Hz, 1H); 7.76-7.95 (m, 2H); 6.85 (d, J=8.80 Hz, 1H); 4.17 (t, J=5.67 Hz, 2H); 3.85 (s, 3H); 3.50-3.56 (m, 2H); 3.22-3.32 (m, 1H); 2.44 (s, 3H); 1.26 (d, J=6.65 Hz, 3H). m/z (ESI, +ve ion) 397.1 (M+H)+.

Sources & evidence

ORD record
ord-38f998b8d8114aae8513dafe51116fae
Source dataset
uspto-grants-2014_07
Patent number
US08772480B2

Reaction notes

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