(3-Methoxyisoxazol-5-yl)methanamine hydrochloride → (S)-5-(4-chlorophenyl)-N-((3-methoxyisoxazol-5-yl)methyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinamide

HRID 1026033Notes

Reaction equation

HRID 1026033 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([O:17][C@@H:18]([CH3:23])[C:19]([F:22])([F:21])[F:20])=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13](O)=[O:14])=[CH:4][CH:3]=1.Cl.[CH3:25][O:26][C:27]1[CH:31]=[C:30]([CH2:32][NH2:33])[O:29][N:28]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([O:17][C@@H:18]([CH3:23])[C:19]([F:20])([F:21])[F:22])=[N:10][CH:11]=[C:12]([CH:16]=2)[C:13]([NH:33][CH2:32][C:30]2[O:29][N:28]=[C:27]([O:26][CH3:25])[CH:31]=2)=[O:14])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 21292276(3-Methoxyisoxazol-5-yl)methanamine hydrochlorideHCID 66678484(S)-5-(4-Chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinic acid

Product 1

HCID 56928594(S)-5-(4-chlorophenyl)-N-((3-methoxyisoxazol-5-yl)methyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinamide

Procedure

The title compound was synthesized in analogy to Example 1, using (S)-5-(4-chlorophenyl)-6-(1,1,1-trifluoropropan-2-yloxy)nicotinic acid (Example AO) and 3-methoxy-5-isoxazolemethanamine hydrochloride as starting materials. MS: 456.1 (M+H)+.

Sources & evidence

ORD record
ord-ba936538b3f749a083030412adb71c24
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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