Tetrahydrofuran → HCID 22248434, compound

HRID 890044Notes

Reaction equation

HRID 890044 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-fc498893becb4791b18b2c3040810bf4
Source dataset
uspto-grants-2006_02
Patent number
US06995144B2

Reaction notes

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