Methanol → HCID 55213340, compound

HRID 1846123Notes

Reaction equation

HRID 1846123 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:6]=1F)[CH3:2].[O:16]1[CH2:20][CH2:19][CH:18]([OH:21])[CH2:17]1.CC([O-])(C)C.[K+].CO>CN(C=O)C.[Pd].C1COCC1>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[C:9]([NH2:11])[CH:8]=[CH:7][C:6]=1[O:21][CH:18]1[CH2:19][CH2:20][O:16][CH2:17]1)[CH3:2]

Participants

8

Reactant 4

HCID 887MethanolHCID 99603-Furanol, tetrahydro-HCID 12793176Ethyl 2-fluoro-5-nitrobenzoateHCID 23665647Potassium tert-butoxide

Product 1

HCID 55213340HCID 55213340, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolvent

Procedure

Prepared analogously to example 53a with 2-fluoro-5-nitro-benzic acid ethylester (1 g; 4.69 mmol); tetrahydrofuran-3-ol (379 μL; 4.69 mmol); KOtBu (578 mg; 5.16 mmol) in DMF and for step ii) 10 mL MeOH; 5 mL THF and Pd/C (40 mg), H2 (3 bar).

Sources & evidence

ORD record
ord-22ce190f88a746d6993c0739d8b529d7
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

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