HCID 67991756, compound → HCID 118020682, compound

HRID 1777401Notes

Reaction equation

HRID 1777401 reaction equation
Cl[CH2:2][CH:3]1[N:8]([C:9]([C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=2[N:18]2[N:22]=[CH:21][CH:20]=[N:19]2)=[O:10])[CH2:7][CH:6]([CH3:23])[CH2:5][O:4]1.[F:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[CH:32]=[N:33][NH:34][CH:35]=2)=[N:29][CH:30]=1>>[F:24][C:25]1[CH:26]=[CH:27][C:28]([C:31]2[CH:35]=[N:34][N:33]([CH2:2][C@H:3]3[N:8]([C:9]([C:11]4[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=4[N:18]4[N:22]=[CH:21][CH:20]=[N:19]4)=[O:10])[CH2:7][C@@H:6]([CH3:23])[CH2:5][O:4]3)[CH:32]=2)=[N:29][CH:30]=1

Participants

3

Reactant 2

HCID 67991756HCID 67991756, compoundHCID 118020695HCID 118020695, compound

Product 1

HCID 118020682HCID 118020682, compound

Procedure

By using (2RS,5SR)-[2-(chloromethyl)-5-methyl-1,3-oxazinan-3-yl][5-methyl-2-(2H-1,2,3-triazol-2-yl)phenyl]methanone obtained in Reference Example 35 (0.52 g, 1.5 mmol) and 5-fluoro-2-(1H-pyrazol-4-yl)pyridine obtained in Reference Example 11 (0.23 g, 1.4 mmol), the same procedure as in Example 48 was carried out to obtain the title compound (0.44 g). The obtained racemic mixture (0.070 g) was divided using a semi-preparative column based on the racemic compound analysis condition described earlier (condition 13, Rt1=6.6 min, Rt2=12.4 min) to obtain the title compound (0.030 g) having a short relative retention time (Rt1=6.6 min) (colorless oil).

Sources & evidence

ORD record
ord-0547b8d22cb2433394f3d46169cf5af7
Source dataset
uspto-grants-2016_02
Patent number
US09266870B2

Reaction notes

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