Ammonium Chloride → HCID 118159351, compound

HRID 713265Notes

Reaction equation

HRID 713265 reaction equation
Cl[C:2]1[N:3]=[C:4]2[CH:12]=[C:11]([CH3:13])[N:10]=[CH:9][C:5]2=[N:6][C:7]=1[Cl:8].[F:14][CH:15]([F:18])[CH2:16][NH2:17].CCN(C(C)C)C(C)C.[NH4+].[Cl-]>C(Cl)Cl>[Cl:8][C:7]1[N:6]=[C:5]2[CH:9]=[N:10][C:11]([CH3:13])=[CH:12][C:4]2=[N:3][C:2]=1[NH:17][CH2:16][CH:15]([F:18])[F:14]

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 1362742,2-DifluoroethanamineHCID 118159353HCID 118159353, compound

Product 1

HCID 118159351HCID 118159351, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,3-dichloro-7-methylpyrido[3,4-b]pyrazine (125 mg, 0.584 mmol), 2,2-difluoroethanamine (53.6 μL, 0.701 mmol), and DIPEA (306 μL, 1.752 mmol) in DCM (1.17 mL) was stirred at room temperature for 48 h, then poured into a saturated aqueous solution of NH4Cl and extracted twice with EtOAc. The extracts were combined, filtered through MgSO4, and concentrated to give 3-chloro-N-(2,2-difluoroethyl)-7-methylpyrido[3,4-b]pyrazin-2-amine (143 mg, 95%).

Workup

  1. extractionextracted twice with EtOAc
  2. filtrationfiltered through MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-7d2c12012ce84680a40faf7ee75deefa
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

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