Trifluoroacetic acid → HCID 57890293, compound

HRID 1819885Notes

Reaction equation

HRID 1819885 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:9]2[O:10][C:11]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[C:8]=2[CH:7]=1)=[O:4].[CH3:20][NH:21][CH2:22][CH2:23][OH:24].C(=O)([O-])[O-].[Cs+].[Cs+].FC(F)(F)C(O)=O>C(#N)C>[OH:24][CH2:23][CH2:22][N:21]([CH3:20])[CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:9]2[O:10][C:11]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:12]=3[C:8]=2[CH:7]=1)=[O:4]

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 80162-(Methylamino)ethanolHCID 10796Cesium carbonateHCID 24900205HCID 24900205, compound

Product 1

HCID 57890293HCID 57890293, compoundYield 15.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedure of Example 40, 2-chloro-N-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylacetamide (0.13 g, 0.45 mmol), 2-(methylamino)ethanol (0.045 mL, 0.56 mmol), and cesium carbonate (0.29 g, 0.90 mmol) in acetonitrile (5 mL) provided N2-(2-hydroxyethyl)-N2-methyl-N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylglycinamide (0.022 g) as its trifluroacetic acid salt after reverse-phase HPLC purification. MS (ESI) m/z 317 ([M+H]+); MS (ESI) m/z 315 ([M−H]−).

Sources & evidence

ORD record
ord-b0adb4f757bc4d7e93bcb33afb5725f9
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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