Pyridine → HCID 24967317, compound

HRID 132691Notes

Reaction equation

HRID 132691 reaction equation
[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([CH:11]2[C:18](=[O:19])[N:17]3[C@@H:13]([C@@H:14]([O:20][Si](C(C)(C)C)(C)C)[CH2:15][CH2:16]3)[C@@:12]2([OH:32])[C:28]([F:31])([F:30])[F:29])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].N1C=CC=CC=1>C1COCC1>[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([CH:11]2[C:18](=[O:19])[N:17]3[C@@H:13]([C@@H:14]([OH:20])[CH2:15][CH2:16]3)[C@@:12]2([OH:32])[C:28]([F:29])([F:30])[F:31])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 1049PyridineHCID 86600502HCID 86600502, compound

Product 1

HCID 24967317HCID 24967317, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a plastic vial containing compound 3B (20 mg, 0.041 mmol) in 0.2 mL of THF was added 100 μL of HF pyridine solution (Aldrich), and stirred at RT overnight. It was concentracted and purified on prepHPLC to give the title compound (10.2 mg). MS (ES) m/z 375 [M+H]+.

Workup

  1. custompurified on prepHPLC

Sources & evidence

ORD record
ord-4a10d855865c4aeda38ed31cc3e6ab56
Source dataset
uspto-grants-2008_06
Patent number
US07388027B2

Reaction notes

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