(S)-alpha-amino-cyclopropanepropanamide → 5-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

HRID 1480041

Reaction equation

HRID 1480041 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@@H:17]([CH2:21][CH:22]1[CH2:24][CH2:23]1)[C:18]([NH2:20])=[O:19]>>[C:18]([C@@H: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])[CH2:21][CH:22]1[CH2:24][CH2:23]1)(=[O:19])[NH2:20]

Participants

3

Reactant 2

HCID 53964035(S)-alpha-amino-cyclopropanepropanamideHCID 902036385-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 762819955-Chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-chloro-4-cyclopropylmethoxy-pyridine-2-carboxylic acid and (S)-α-amino-cyclopropanepropanamide (CAN 156077-93-9) as starting materials and isolated (18 mg, 53%) as white solid; MS (ESI, m/z): 338.3 (MH+).

Workup

  1. customisolated (18 mg, 53%) as white solid

Sources & evidence

ORD record
ord-a68796482c844af2a52e2b4a12bc455c
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Linked notes

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