(1-Aminocyclohexyl)methanol → 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-hydroxymethyl-cyclohexyl)-amide

HRID 1480111Notes

Reaction equation

HRID 1480111 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[NH2:19][C:20]1([CH2:26][OH:27])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>>[OH:27][CH2:26][C:20]1([NH:19][C:10]([C:7]2[CH:6]=[C:5]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:4]([CH:1]3[CH2:2][CH2:3]3)=[CH:9][N:8]=2)=[O:12])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 409153(1-Aminocyclohexyl)methanolHCID 902036745-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid

Product 1

HCID 762839575-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (1-hydroxymethyl-cyclohexyl)-amide

Procedure

The title compound was synthesized in analogy to Example 54, using 5-Cyclopropyl-4-(2,2,2-trifluoro-ethoxy)-pyridine-2-carboxylic acid (Example 48c) and (1-aminocyclohexyl)methanol (CAN 4313-56-8) as starting materials and isolated (55 mg, 53%) as a white solid; MS (ESI, m/z): 373.0 (M+H+).

Workup

  1. customisolated (55 mg, 53%) as a white solid

Sources & evidence

ORD record
ord-63055f9170e34436a824dc4b4e94379d
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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