Triethylamine → Methyl 3-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)propanoate

HRID 57625Notes

Reaction equation

HRID 57625 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6].CCN(CC)CC.Cl[C:17]1[C:26]2[C:21](=[N:22][CH:23]=[CH:24][N:25]=2)[CH:20]=[C:19]([Cl:27])[N:18]=1>C1COCC1>[Cl:27][C:19]1[N:18]=[C:17]([NH:2][CH2:3][CH2:4][C:5]([O:7][CH3:8])=[O:6])[C:26]2[C:21](=[N:22][CH:23]=[CH:24][N:25]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 2734767Methyl 3-aminopropanoate hydrochlorideHCID 717428275,7-Dichloropyrido(3,4-b)pyrazine

Product 1

HCID 86717387Methyl 3-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)propanoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 3-aminopropanoate hydrochloride (4.88 mmol), Et3N (6.50 mmol) and 5,7-dichloropyrido[4,3-b]pyrazine (3.25 mmol) in THF (10 mL) was stirred at room temperature overnight. Volatiles were removed under reduced pressure, and the residue was treated with water and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered, and concentrated. The residue was purified by chromatography to afford the title compound. MS (m/z): 267 (M+H)+.

Workup

  1. customVolatiles were removed under reduced pressure
  2. additionthe residue was treated with water
  3. extractionextracted with EtOAc
  4. dry with materialThe combined extracts were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-4da9de9857b64a02a91123e86da7eaff
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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