(S)-alpha-amino-cyclopropanepropanamide → 6-Cyclopropylmethoxy-5-(3,3-difluoro-pyrrolidin-1-yl)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

HRID 927525Notes

Reaction equation

HRID 927525 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[CH2:19][CH2:18][C:17]([F:21])([F:20])[CH2:16]2)[CH2:3][CH2:2]1.[NH2:22][C@@H:23]([CH2:27][CH:28]1[CH2:30][CH2:29]1)[C:24]([NH2:26])=[O:25]>>[C:24]([C@@H:23]([NH:22][C:12]([C:10]1[CH:9]=[CH:8][C:7]([N:15]2[CH2:19][CH2:18][C:17]([F:21])([F:20])[CH2:16]2)=[C:6]([O:5][CH2:4][CH:1]2[CH2:2][CH2:3]2)[N:11]=1)=[O:14])[CH2:27][CH:28]1[CH2:30][CH2:29]1)(=[O:25])[NH2:26]

Participants

3

Reactant 2

HCID 53964035(S)-alpha-amino-cyclopropanepropanamideHCID 710877506-Cyclopropylmethoxy-5-(3,3-difluoro-pyrrolidin-1-yl)-pyridine-2-carboxylic acid

Product 1

HCID 711055986-Cyclopropylmethoxy-5-(3,3-difluoro-pyrrolidin-1-yl)-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 6-cyclopropylmethoxy-5-(3,3-difluoro-pyrrolidin-1-yl)-pyridine-2-carboxylic acid (Example 78 b) and (S)-2-amino-3-cyclopropyl-propionamide (CAN 156077-93-9) as starting materials, MS (EI): m/e=409.3 [M+H]+.

Sources & evidence

ORD record
ord-4f4f0642ccac40c098981c43d25639a4
Source dataset
uspto-grants-2016_03
Patent number
US09290451B2

Reaction notes

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