Methyl L-tert-leucinate hydrochloride → (S)-Methyl 2-(6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-3,3-dimethylbutanoate

HRID 927759Notes

Reaction equation

HRID 927759 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.Cl.[NH2:22][C@@H:23]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:24]([O:26][CH3:27])=[O:25]>>[CH:1]1([CH2:4][O:5][C:6]2[N:11]=[C:10]([C:12]([NH:22][C@@H:23]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:24]([O:26][CH3:27])=[O:25])=[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 16217630Methyl L-tert-leucinate hydrochlorideHCID 710872926-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid

Product 1

HCID 71087806(S)-Methyl 2-(6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)-3,3-dimethylbutanoate

Procedure

The title compound was synthesized in analogy to Example 1, using 6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid (Example 69 b) and (S)-methyl 2-amino-3,3-dimethylbutanoate hydrochloride (CAN 63038-27-7) as starting materials. MS (EI): m/e=412.3 [M+H]+.

Sources & evidence

ORD record
ord-3373f05334f943a8b0b2c8268c3604d8
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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