(S)-alpha-amino-cyclopropanepropanamide → 5-[Bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

HRID 632221Notes

Reaction equation

HRID 632221 reaction equation
[F:1][C:2]([F:25])([F:24])[CH2:3][N:4]([CH2:19][C:20]([F:23])([F:22])[F:21])[C:5]1[CH:6]=[CH:7][C:8]([C:16](O)=[O:17])=[N:9][C:10]=1[O:11][CH2:12][CH:13]1[CH2:15][CH2:14]1.[NH2:26][C@@H:27]([CH2:31][CH:32]1[CH2:34][CH2:33]1)[C:28]([NH2:30])=[O:29]>>[C:28]([C@@H:27]([NH:26][C:16]([C:8]1[CH:7]=[CH:6][C:5]([N:4]([CH2:19][C:20]([F:21])([F:22])[F:23])[CH2:3][C:2]([F:24])([F:1])[F:25])=[C:10]([O:11][CH2:12][CH:13]2[CH2:14][CH2:15]2)[N:9]=1)=[O:17])[CH2:31][CH:32]1[CH2:34][CH2:33]1)(=[O:29])[NH2:30]

Participants

3

Reactant 2

HCID 53964035(S)-alpha-amino-cyclopropanepropanamideHCID 866747745-[Bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

Product 1

HCID 714918895-[Bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid ((S)-1-carbamoyl-2-cyclopropyl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 5-[bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid and (S)-2-amino-3-cyclopropyl-propionamide (CAN 156077-93-9) as starting materials, MS (EI): m/e=483.1 [M+H]+.

Sources & evidence

ORD record
ord-a7e8469558c14dbc933c97015be32e99
Source dataset
uspto-grants-2016_04
Patent number
US09321727B2

Reaction notes

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