Tetrahydrofuran → HCID 22248434, compound

HRID 606178Notes

Reaction equation

HRID 606178 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH2:22])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[O:23]1CC[CH2:25][CH2:24]1>C(OC(=O)C)(=O)C.C(N(CC)CC)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[NH:22][C:24](=[O:23])[CH3:25])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 22248383tert-Butyl 4-[(2-aminophenoxy)methyl]piperidine-1-carboxylate

Product 1

HCID 22248434HCID 22248434, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 7918Acetic AnhydrideSolventHCID 8471TriethylamineSolvent

Procedure

After dissolving 400 mg of 1-(tert-butoxycarbonyl)-4-(2-aminophenoxymethyl)piperidine in 10 ml of tetrahydrofuran, 0.15 ml of acetic anhydride and 0.24 ml of triethylamine were added and the mixture was stirred overnight at room temperature. The reaction solution was filtered with silica gel and NH silica gel. The solvent was distilled off under reduced pressure to obtain the title compound (459 mg, 100% yield).

Workup

  1. additionwere added
  2. filtrationThe reaction solution was filtered with silica gel and NH silica gel
  3. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-fe2dd575ea5747998aea5892d2344a8a
Source dataset
uspto-grants-2011_03
Patent number
US07915274B2

Reaction notes

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