Triethylamine → HCID 131724930, compound

HRID 2183489Notes

Reaction equation

HRID 2183489 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][C:7]1[O:11][N:10]=[C:9]([C:12]2[N:16]3[N:17]=[C:18]([O:25][CH2:26][C:27]4[N:32]=[CH:31][C:30]([CH2:33][CH2:34][OH:35])=[CH:29][CH:28]=4)[C:19]4[C:24]([C:15]3=[N:14][N:13]=2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:8]=1.CCN(CC)CC>C(Cl)Cl>[CH3:6][C:7]1[O:11][N:10]=[C:9]([C:12]2[N:16]3[N:17]=[C:18]([O:25][CH2:26][C:27]4[N:32]=[CH:31][C:30]([CH2:33][CH2:34][O:35][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:29][CH:28]=4)[C:19]4[C:24]([C:15]3=[N:14][N:13]=2)=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 131724931HCID 131724931, compound

Product 1

HCID 131724930HCID 131724930, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

Methanesulfonyl chloride (96 μl, 1.22 mmol) was added to an ice-cold solution of 2-{6-[3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazin-6-yloxymethyl]pyridin-3-yl}ethanol (250 mg, 0.62 mmol) and Et3N (173 μl, 122 mmol) in CH2Cl2 (50 ml) at 0° C. under nitrogen. The resulting mixture was stirred at 0° C. for 1 h, then diluted with CH2Cl2 (50 ml). The resultant solution was washed with H2O (50 ml), HCl (40 ml) and NaHCO3 solution (sat., 40 ml). The colourless solution was dried (MgSO4) and concentrated under reduced pressure. The resultant mesylate was used directly without any further purification.

Workup

  1. washThe resultant solution was washed with H2O (50 ml), HCl (40 ml) and NaHCO3 solution (sat., 40 ml)
  2. dry with materialThe colourless solution was dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe resultant mesylate was used directly without any further purification

Sources & evidence

ORD record
ord-6c6bed00a5824b7aa3c5a270340f7069
Source dataset
uspto-grants-2005_05
Patent number
US06900209B2

Reaction notes

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