2-Amino-2-ethylbutan-1-ol → 5-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid (1-ethyl-1-hydroxymethyl-propyl)-amide

HRID 1480066Notes

Reaction equation

HRID 1480066 reaction equation
[Cl:1][C:2]1[C:3]([O:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)=[CH:4][C:5]([C:8]([OH:10])=O)=[N:6][CH:7]=1.[NH2:16][C:17]([CH2:22][CH3:23])([CH2:20][CH3:21])[CH2:18][OH:19]>>[CH2:20]([C:17]([NH:16][C:8]([C:5]1[CH:4]=[C:3]([O:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)[C:2]([Cl:1])=[CH:7][N:6]=1)=[O:10])([CH2:18][OH:19])[CH2:22][CH3:23])[CH3:21]

Participants

3

Reactant 2

HCID 143256072-Amino-2-ethylbutan-1-olHCID 902036385-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 902042145-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid (1-ethyl-1-hydroxymethyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 12d, using 5-chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid and 2-amino-2-ethyl-1-butanol (CAN 19792-52-0) as starting materials and isolated (22 mg, 67% as colorless oil; LC-MS (UV peak area, m/z) 98%, 327.1470 (MH+).

Workup

  1. customisolated (22 mg, 67% as colorless oil

Sources & evidence

ORD record
ord-acaaa15130a54fa7b3d41f5ab08e82b7
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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