Thioglycolic Acid → HCID 117698181, compound

HRID 1778527Notes

Reaction equation

HRID 1778527 reaction equation
[F:1][C:2]1([F:22])[CH2:8][CH:7]2[N:9](S(C3C=CC=CC=3[N+]([O-])=O)(=O)=O)[CH:3]1[CH2:4][O:5][CH2:6]2.[Li+].[OH-].SCC(O)=O>CN(C=O)C>[F:1][C:2]1([F:22])[CH2:8][CH:7]2[NH:9][CH:3]1[CH2:4][O:5][CH2:6]2

Participants

5

Reactant 3

HCID 1133Thioglycolic AcidHCID 3939Lithium HydroxideHCID 117697547HCID 117697547, compound

Product 1

HCID 117698181HCID 117698181, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of compound 108d (90 mg) and LiOH (36 mg) in DMF (5 mL) was added mercaptoacetic acid (36 mg) slowly, the mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo to give 6,6-difluoro-3-oxa-8-azabicyclo[3.2.1]octane 108a as an oil, which was used in next step without purification. MS: calc'd (MH+) 150, measured (MH+) 150.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-223764de20b44ab4a1285f12a122faf0
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

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