L-Leucine, ethyl ester, hydrochloride (1:1) → (S)-Ethyl 2-(5-cyclopropyl-6-(4-fluorobenzyl)picolinamido)-4-methylpentanoate

HRID 632407Notes

Reaction equation

HRID 632407 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([OH:20])=O)=[N:8][C:9]=2[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH2:3][CH2:2]1.Cl.[NH2:22][C@@H:23]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:24]([O:26][CH2:27][CH3:28])=[O:25]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:18]([NH:22][C@@H:23]([CH2:29][CH:30]([CH3:31])[CH3:32])[C:24]([O:26][CH2:27][CH3:28])=[O:25])=[O:20])=[N:8][C:9]=2[CH2:10][C:11]2[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 11658447L-Leucine, ethyl ester, hydrochloride (1:1)HCID 710876985-Cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid

Product 1

HCID 86674796(S)-Ethyl 2-(5-cyclopropyl-6-(4-fluorobenzyl)picolinamido)-4-methylpentanoate

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-(4-fluoro-benzyl)-pyridine-2-carboxylic acid (Example 155 g) and (S)-ethyl 2-amino-4-methylpentanoate hydrochloride (CAN 2743-40-0) as starting materials. MS (EI): m/e=413.2 [M+H]+.

Sources & evidence

ORD record
ord-81e44c6fdb6e48aab7c1ad8daac01290
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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