3-Butyn-1-OL → HCID 59191201, compound

HRID 1023976Notes

Reaction equation

HRID 1023976 reaction equation
Br[C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[N:8]=2)=[C:4]([O:16][CH3:17])[CH:3]=1.[CH2:18]([OH:22])[CH2:19][C:20]#C>>[F:13][C:9]1[N:8]=[C:7]([O:6][C:5]2[CH:14]=[CH:15][C:2]([C:20]#[C:19][CH2:18][OH:22])=[CH:3][C:4]=2[O:16][CH3:17])[CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 135663-Butyn-1-OLHCID 59191203HCID 59191203, compound

Product 1

HCID 59191201HCID 59191201, compound

Procedure

According to the procedure of example 11(a) except substituting 5-bromo-2-(2-methoxy-4-propylphenoxy)pyridine by 2-(4-bromo-2-methoxyphenoxy)-6-fluoropyridine (0.98 mmol; 300 mg) and 3-butyn-1-ol by propargylic alcohol (2.50 mmol; 150 μL), the title compound was obtained as a yellow solid (71%, 191 mg) after purification on silica gel (cyclohexane/ethyl acetate gradient).

Sources & evidence

ORD record
ord-063df84297514ec59df6d6eb5653d47b
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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