Triethylamine → HCID 58047064, compound

HRID 1888734Notes

Reaction equation

HRID 1888734 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10](O)[CH3:11])=[CH:7][C:6]=2[CH:13]=1.CS(Cl)(=O)=O.C(N(CC)CC)C.[N-:26]=[N+:27]=[N-:28].[Na+]>CN(C=O)C>[N:26]([CH:10]([C:8]1[O:9][C:5]2[CH:4]=[CH:3][C:2]([Br:1])=[CH:13][C:6]=2[CH:7]=1)[CH3:11])=[N+:27]=[N-:28]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 33557Sodium AzideHCID 11276522HCID 11276522, compound

Product 1

HCID 58047064HCID 58047064, compoundYield 77.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using 1-(5-bromo-1-benzofuran-2-yl)ethanol (6.11 g, 25.4 mmol), DMF (50 mL), methanesulfonyl chloride (2.9 mL, 38.0 mmol), triethylamine (7.5 mL, 50.8 mmol) and sodium azide (8.64 g, 127 mmol), an operation in the same manner as in Reference Example 22 was performed to give the title compound 5.22 g as an oil. This was used for the next step without purification.

Sources & evidence

ORD record
ord-9e6ad1d587af4bbc990962ae066f8385
Source dataset
uspto-grants-2013_08
Patent number
US08501804B2

Reaction notes

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