R-2-Amino-2,3-dimethyl-butan-1-OL → 5-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid ((R)-1-hydroxymethyl-1,2-dimethyl-propyl)-amide

HRID 1480056Notes

Reaction equation

HRID 1480056 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]([CH3:23])([CH:20]([CH3:22])[CH3:21])[CH2:18][OH:19]>>[OH:19][CH2:18][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])([CH3:23])[CH:20]([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 12113027R-2-Amino-2,3-dimethyl-butan-1-OLHCID 902036385-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 762824815-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid ((R)-1-hydroxymethyl-1,2-dimethyl-propyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid and (2R)-2-amino-2,3-dimethyl-1-butanol (CAN 155158-75-1) as starting materials and isolated (19 mg, 19%) as colorless oil; LC-MS (UV peak area, m/z) 98.6%, 327.1464 (MH+).

Workup

  1. customisolated (19 mg, 19%) as colorless oil

Sources & evidence

ORD record
ord-1b805bad4cd64ea2b2bcb3328f3c0da6
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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