(2S)-2-amino-N,4,4-trimethyl-pentanamide → (S)-6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

HRID 632269Notes

Reaction equation

HRID 632269 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([OH:14])=O)[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:3][CH2:2]1.[NH2:21][C@@H:22]([CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29])[C:23]([NH:25][CH3:26])=[O:24]>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([NH:21][C@@H:22]([CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29])[C:23]([NH:25][CH3:26])=[O:24])=[O:14])[CH:9]=[CH:8][C:7]=2[N:15]2[CH2:18][C:17]([F:20])([F:19])[CH2:16]2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 57635521(2S)-2-amino-N,4,4-trimethyl-pentanamideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 71087911(S)-6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)-N-(4,4-dimethyl-1-(methylamino)-1-oxopentan-2-yl)picolinamide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 69 b) and (2S)-2-amino-N,4,4-trimethyl-pentanamide (CAN 1160161-70-5) as starting materials, MS (EI): m/e=425.0 [M+H]+.

Sources & evidence

ORD record
ord-a710b0eca2f64194aa039b08ddd2a3f9
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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