Ammonium Chloride → 3-(7-Chloropyrido[4,3-b]pyrazin-5-ylamino)propanamide

HRID 57627Notes

Reaction equation

HRID 57627 reaction equation
[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]([OH:17])=O)[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[CH:3]=1.C[N:19](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH4+].[Cl-]>C1COCC1>[Cl:1][C:2]1[N:11]=[C:10]([NH:12][CH2:13][CH2:14][C:15]([NH2:19])=[O:17])[C:9]2[C:4](=[N:5][CH:6]=[CH:7][N:8]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 867173883-(7-Chloropyrido[4,3-b]pyrazin-5-ylamino)propanoic acid

Product 1

HCID 867173893-(7-Chloropyrido[4,3-b]pyrazin-5-ylamino)propanamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-(7-chloropyrido[4,3-b]pyrazin-5-ylamino)propanoic acid (2.22 mmol), HATU (2.66 mmol), DIPEA (6.65 mmol) and NH4Cl (4.43 mmol) in THF (10 mL) was stirred at room temperature overnight. The volatiles were removed under reduced pressure and the residue was treated with water. The precipitates were collected by filtration and dried to give the title compound. MS (m/z): 252 (M+H)+.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. additionthe residue was treated with water
  3. filtrationThe precipitates were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-a8629fa55f2042d18372fb6dbcae1c48
Source dataset
uspto-grants-2016_09
Patent number
US09434726B2

Reaction notes

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