Triethylamine → HCID 46951804, compound

HRID 1684937Notes

Reaction equation

HRID 1684937 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11])[CH2:3][CH2:2]1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1.C(N(CC)CC)C>O1CCCC1>[F:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([N:1]2[CH2:2][CH2:3][CH:4]([NH:7][C:8](=[O:14])[O:9][C:10]([CH3:11])([CH3:13])[CH3:12])[CH2:5][CH2:6]2)(=[O:24])=[O:23])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 95884-Fluorobenzenesulfonyl chlorideHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 46951804HCID 46951804, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl piperidin-4-ylcarbamate (200 mg, 1 mmol) in tetrahydrofuran (5 mL) were added 4-fluorobenzenesulfonyl chloride (195 mg, 1 mmol), triethylamine (0.2 mL) and the mixture was stirred at RT. After 2 h, the volatiles were removed in vacuo and the water was added to the residue. The solid formed was filtered, washed successively with water, 1N HCl, and water to afford tert-butyl 1-(4-fluorophenylsulfonyl)piperidin-4-ylcarbamate (350 mg, 98%) as a solid. LC/MS; (M+H)+=359.

Workup

  1. customthe volatiles were removed in vacuo
  2. additionthe water was added to the residue
  3. customThe solid formed
  4. filtrationwas filtered
  5. washwashed successively with water, 1N HCl, and water

Sources & evidence

ORD record
ord-df7751eb4e0a47b88186ecf24caa8106
Source dataset
uspto-grants-2012_04
Patent number
US08148361B2

Reaction notes

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