Trifluoroacetic acid → N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylglycinamide

HRID 1819890Notes

Reaction equation

HRID 1819890 reaction equation
[O:1]=[C:2]([NH:12][C:13]1[CH:26]=[CH:25][C:16]2[O:17][C:18]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][C:19]=3[C:15]=2[CH:14]=1)[CH2:3][NH:4]C(=O)OC(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:14]1[C:15]2[C:19]3[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:18]=3[O:17][C:16]=2[CH:25]=[CH:26][C:13]=1[NH:12][C:2](=[O:1])[CH2:3][NH2:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 24896738HCID 24896738, compound

Product 1

HCID 24896739N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylglycinamideYield 72.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl [2-oxo-2-(7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylamino)ethyl]carbamate (0.10 g) in 1:1 trifluoroacetic acid:dichloromethane (5 mL) was stirred at room temperature for 30 min and then concentrated to provide N1-7,8,9,10-tetrahydro-6H-benzo[b]cyclohepta[d]furan-2-ylglycinamide (52 mg) as its trifluoroacetic acid salt. MS (ESI) m/z 259 ([M+H]+).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-0a391e0b22c14790886a386d4441992b
Source dataset
uspto-grants-2009_10
Patent number
US07601856B2

Reaction notes

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