(S)-2-Amino-3-cyclopropyl-N,N-dimethylpropanamide hydrochloride → 5-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid ((S)-2-cyclopropyl-1-dimethylcarbamoyl-ethyl)-amide

HRID 1477789Notes

Reaction equation

HRID 1477789 reaction equation
[CH:1]1([C:4]2[N: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.Cl.[NH2:19][C@@H:20]([CH2:26][CH:27]1[CH2:29][CH2:28]1)[C:21]([N:23]([CH3:25])[CH3:24])=[O:22]>>[CH:27]1([CH2:26][C@H:20]([NH:19][C:15]([C:7]2[CH:6]=[N:5][C:4]([CH:1]3[CH2:2][CH2:3]3)=[C:9]([O:10][CH2:11][CH:12]3[CH2:13][CH2:14]3)[N:8]=2)=[O:17])[C:21](=[O:22])[N:23]([CH3:24])[CH3:25])[CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 86674779(S)-2-Amino-3-cyclopropyl-N,N-dimethylpropanamide hydrochlorideHCID 866823315-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid

Product 1

HCID 715256715-Cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid ((S)-2-cyclopropyl-1-dimethylcarbamoyl-ethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 6, using 5-cyclopropyl-6-cyclopropylmethoxy-pyrazine-2-carboxylic acid (Example 10 g) and (S)-2-amino-3-cyclopropyl-N,N-dimethyl-propionamide hydrochloride (1:1) (Example 25b) as starting materials, and isolated (80 mg, 86%) as light yellow oil; LC-MS (UV peak area, ESI) 100%, 373.2231 (M+H).

Workup

  1. customisolated (80 mg, 86%) as light yellow oil

Sources & evidence

ORD record
ord-019cbb0dbab74e3e9fa1abfd9f6bdda3
Source dataset
uspto-grants-2016_08
Patent number
US09403808B2

Reaction notes

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