(2S)-2-amino-N,4,4-trimethyl-pentanamide → (S)-5-Cyclopropyl-6-(cyclopropylmethoxy)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

HRID 632243Notes

Reaction equation

HRID 632243 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([OH:17])=O)=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH2:3][CH2:2]1.[NH2:18][C@@H:19]([CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:20]([NH:22][CH3:23])=[O:21]>>[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([C:15]([NH:18][C@@H:19]([CH2:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:20]([NH:22][CH3:23])=[O:21])=[O:17])=[N:8][C:9]=2[O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 57635521(2S)-2-amino-N,4,4-trimethyl-pentanamideHCID 710873465-Cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 71087953(S)-5-Cyclopropyl-6-(cyclopropylmethoxy)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-cyclopropyl-6-cyclopropylmethoxy-pyridine-2-carboxylic acid (Example 42 a) and (2S)-2-amino-N,4,4-trimethyl-pentanamide (CAN 1160161-70-5) as starting materials, MS (EI): m/e=374.1 [M+H]+.

Sources & evidence

ORD record
ord-732bdef2106146c6aea84aa3c6fb5a41
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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