3-Methoxy-5-isoxazolemethanamine → 5-cyclopentyl-N-(3-methoxy-isoxazol-5-ylmethyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide

HRID 469783Notes

Reaction equation

HRID 469783 reaction equation
[CH:1]1([C:6]2[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[N:8][CH:9]=[C:10]([CH:14]=2)[C:11]([OH:13])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:21][O:22][C:23]1[CH:27]=[C:26]([CH2:28][NH2:29])[O:25][N:24]=1>>[CH:1]1([C:6]2[C:7]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[N:8][CH:9]=[C:10]([CH:14]=2)[C:11]([NH:29][CH2:28][C:26]2[O:25][N:24]=[C:23]([O:22][CH3:21])[CH:27]=2)=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 27632273-Methoxy-5-isoxazolemethanamineHCID 712941865-Cyclopentyl-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxylic acid

Product 1

HCID 712943465-cyclopentyl-N-(3-methoxy-isoxazol-5-ylmethyl)-6-(2,2,2-trifluoro-ethoxy)-nicotinamide

Procedure

This compound was prepared following the same procedure as described in Example 11 using 5-cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid (Example 9c) (135 mg, 0.47 mmol) and 3-methoxy-5-isoxazolemethanamine (CAN 2763-94-2) (60.16 mg, 0.47 mmol) as starting materials; off white solid (59 mg, 37.8%). MS (ESI): 400 (M+H)+.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-d01c956f79b342e2b0c1bd0683b15053
Source dataset
uspto-grants-2014_01
Patent number
US08629166B2

Reaction notes

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