Tetrahydrofuran → HCID 136241015, compound

HRID 1844394Notes

Reaction equation

HRID 1844394 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:18]=[CH:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][C:15]=2CC(C)(C)C([O-])=O)[N:10]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1C[O:35]CC1>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]#[C:8][C:9]1[CH:18]=[CH:17][C:16]2[C:15]([OH:35])=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 86727911HCID 86727911, compound

Product 1

HCID 136241015HCID 136241015, compoundYield 9%

Procedure

2-(Pyridine-2-ylethynyl)quinoline-5-ol (3.7 mg, 9%) was prepared as yellow solid according to the same method as described in Example 16 except that 2-(pyridine-2-ylethynyl)quinoline-5-ylpivalate (56.8 mg, 0.17 mmol), LiAlH4 (0.43 mL, 1.0 M in THF), and THF (2.8 mL) were used.

Sources & evidence

ORD record
ord-51a1e3f1981e4771bbf89db8be24bc12
Source dataset
uspto-grants-2015_02
Patent number
US08946431B2

Reaction notes

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