3-Amino-3-cyclopropylbutanamide → N-(3-amino-1-cyclopropyl-1-methyl-3-oxo-propyl)-5-cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxamide

HRID 1480326Notes

Reaction equation

HRID 1480326 reaction equation
[CH:1]1([C:4]2[C:5]([O:13][CH2:14][CH2:15][F:16])=[CH:6][C:7]([C:10]([OH:12])=O)=[N:8][CH:9]=2)[CH2:3][CH2:2]1.[NH2:17][C:18]([CH:24]1[CH2:26][CH2:25]1)([CH3:23])[CH2:19][C:20]([NH2:22])=[O:21]>>[NH2:22][C:20](=[O:21])[CH2:19][C:18]([NH:17][C:10]([C:7]1[CH:6]=[C:5]([O:13][CH2:14][CH2:15][F:16])[C:4]([CH:1]2[CH2:2][CH2:3]2)=[CH:9][N:8]=1)=[O:12])([CH:24]1[CH2:26][CH2:25]1)[CH3:23]

Participants

3

Reactant 2

HCID 836818103-Amino-3-cyclopropylbutanamideHCID 902033525-Cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxylic acid

Product 1

HCID 90203503N-(3-amino-1-cyclopropyl-1-methyl-3-oxo-propyl)-5-cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 5-cyclopropyl-4-(2-fluoroethoxy)pyridine-2-carboxylic acid (example 146b) and 3-amino-3-cyclopropyl-butanamide (example 270c) as starting materials and isolated (65 mg, 56%) as; MS (ESI, m/z): 350.3 (M+H+).

Workup

  1. customisolated (65 mg, 56%) as

Sources & evidence

ORD record
ord-3325468c5e5642b1adc2c6cb26e1fc77
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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