Triethylamine → HCID 86614641, compound

HRID 1445818Notes

Reaction equation

HRID 1445818 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:21][CH2:22][OH:23].C(N(CC)CC)C.[CH3:31][S:32](Cl)(=[O:34])=[O:33]>C(Cl)Cl>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:21][CH2:22][O:23][S:32]([CH3:31])(=[O:34])=[O:33]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58951441HCID 58951441, compound

Product 1

HCID 86614641HCID 86614641, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 2-{5-Methyl-2-[4-(pyridin-2-ylmethoxy)-phenyl]-oxazol-4-yl}-ethanol (0.264 g, 0.85 mmol) and triethylamine (0.154 mL, 1.1 mmol) in CH2Cl2 (4 mL) at 0° C. is added methanesulfonyl chloride (0.077 mL, 1.0 mmol). The mixture is warmed to room temperature and stirred for 2 h. The mixture is concentrated to provide methanesulfonic acid 2-{5-methyl-2-[4-(pyridin-2-ylmethoxy)-phenyl]-oxazol-4-yl}-ethyl ester, which is used without purification. MS (m/e): 389 (M+1)

Workup

  1. concentrationThe mixture is concentrated

Sources & evidence

ORD record
ord-dc135d28a2724e469944a4bb757e9b06
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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