Triethylamine → HCID 86728319, compound

HRID 2171335Notes

Reaction equation

HRID 2171335 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C@@H:9]([CH3:12])[CH2:10][OH:11])[CH:5]=[C:4]([Cl:13])[N:3]=1.[CH3:14][S:15](Cl)(=[O:17])=[O:16].C(N(CC)CC)C>O1CCCC1>[CH3:14][S:15]([O:11][CH2:10][C@@H:9]([NH:8][C:6]1[CH:5]=[C:4]([Cl:13])[N:3]=[C:2]([Cl:1])[N:7]=1)[CH3:12])(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chloride2×HCID 86728318HCID 86728318, compound

Product 1

HCID 86728319HCID 86728319, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (S)-2-((2,6-dichloropyrimidin-4-yl)amino)propan-1-ol (2.10 g, 9.46 mmol), MsCl (1.19 g, 10.4 mmol) and triethylamine (2.87 g, 28.4 mmol) in tetrahydro-furan (THF) (60 mL) was added dropwise methanesulfonyl chloride (1.19 g, 10.4 mmol) at 0° C. The reaction mixture was stirred at room temperature for 16 h, then filtered and concentrated. The crude was used into next step without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe crude was used into next step without further purification

Sources & evidence

ORD record
ord-29cc50f5eb6846789f2ef12c2310047a
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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