Carbon Dioxide → [2-(1-Methoxy-1-methylethyl)-6-fluorobenzoxazol-7-yl]carboxylic acid

HRID 1290639Notes

Reaction equation

HRID 1290639 reaction equation
Cl[C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:16])[C:11]([O:14][CH3:15])([CH3:13])[CH3:12])[CH:5]=[CH:6][C:7]=1[F:8].C([Li])CCC.[C:22](=[O:24])=[O:23]>O1CCCC1>[CH3:15][O:14][C:11]([C:10]1[O:16][C:5]2[C:6]([C:22]([OH:24])=[O:23])=[C:7]([F:8])[CH:2]=[CH:3][C:4]=2[N:9]=1)([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 18916394HCID 18916394, compoundHCID 178418339Butyllithium

Product 1

HCID 18916446[2-(1-Methoxy-1-methylethyl)-6-fluorobenzoxazol-7-yl]carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

An additional 2.1 grams of [2-(1-methoxy-1-methylethyl)-6-fluorobenzoxazol-7-yl]carboxylic acid of was prepared in the manner of Step B, Example 1, with 4.2 grams (17 mmole) of N-(3-chloro-4-fluorophenyl)-2-methoxy-2-methylpropionamide, 120 mL of tetrahydrofuran, 16 mL (40 mmole) of 2.5M n-butyllithium in hexanes, and 3.0 grams of solid carbon dioxide as reagents. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-c065258c2bce43d6b73bc47d42764ba3
Source dataset
uspto-grants-1998_05
Patent number
US05753595

Reaction notes

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