Tetrahydrofuran → HCID 136240906, compound

HRID 1844393Notes

Reaction equation

HRID 1844393 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]#[C:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][C:15]=3CC(C)(C)C([O-])=O)[N:10]=2)[CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].C1C[O:35]CC1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]#[C:8][C:9]2[CH:18]=[CH:17][C:16]3[C:15]([OH:35])=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=2)[CH:2]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 21226445Aluminium lithium hydrideHCID 86727909HCID 86727909, compound

Product 1

HCID 136240906HCID 136240906, compoundYield 29%

Procedure

2-(Pyridine-3-ylethynyl)quinoline-5-ol (8.5 mg, 29%) was prepared as a yellow solid according to the same method as described in Example 16 except that 2-(pyridine-3-ylethynyl)quinoline-5-ylpivalate (40 mg, 0.121 mmol), LiAlH4 (0.3 mL, 1.0 M in THF), and THF (2.0 mL) were used.

Sources & evidence

ORD record
ord-e3c4c5eb3c9842038dd79723e4e36f82
Source dataset
uspto-grants-2015_02
Patent number
US08946431B2

Reaction notes

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