HCID 57656165, compound → HCID 57656242, compound

HRID 911277Notes

Reaction equation

HRID 911277 reaction equation
[CH3:1][C:2]1([CH3:20])[C:6](=[O:7])[C:5]2[CH:8]=[C:9]([CH2:12][NH:13]C(=O)C(F)(F)F)[CH:10]=[CH:11][C:4]=2[O:3]1>N.CO>[CH3:1][C:2]1([CH3:20])[C:6](=[O:7])[C:5]2[CH:8]=[C:9]([CH2:12][NH2:13])[CH:10]=[CH:11][C:4]=2[O:3]1

Participants

4

Reactant 1

HCID 57656165HCID 57656165, compound

Product 1

HCID 57656242HCID 57656242, compoundYield 26.1%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

Dissolve N-(2,2-dimethyl-3-oxo-2,3-dihydro-benzofuran-5-ylmethyl)-2,2,2-trifluoro-acetamide (253 mg, 0.88 mmol) in 7M ammonia in methanol and stir at ambient temperature for 5 days. Remove volatiles in vacuo, purify by chromatography on silica gel eluting with DCM/2M ammonia in methanol (92:8) to give the title compound (44 mg, 26%). MS (ES+) m/z: 175 M+H−NH3)+.

Workup

  1. customRemove volatiles in vacuo, purify by chromatography on silica gel eluting with DCM/2M ammonia in methanol (92:8)

Sources & evidence

ORD record
ord-d66a5a1ac37b4dceac6f3023b5d672da
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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