HCID 71183690, compound → HCID 53468616, compound

HRID 2274157Notes

Reaction equation

HRID 2274157 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12]1>Cl.O1CCOCC1>[NH:13]1[CH2:14][CH2:15][CH2:16][CH:11]([CH2:10][C:2]2[S:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[N:3]=2)[CH2:12]1

Participants

3

Reactant 1

HCID 71183690HCID 71183690, compound

Product 1

HCID 53468616HCID 53468616, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

0.58 g (1.75 mmol) of tert-butyl 3-benzothiazol-2-ylmethylpiperidine-1-carboxylate were dissolved in 5.0 ml of hydrogen chloride/dioxane (4 N) and stirred at room temperature for 1 h. The solvent was removed in vacuo, and the residue was dissolved in 50 ml of water. The aqueous phase was adjusted to pH=9 using sodium hydroxide solution (1 N) and extracted with 2×50 ml of ethyl acetate. Conventional work-up gave 0.41 g of 2-piperidin-3-ylmethylbenzothiazole; HPLC/MS (M+H)+=233 as oil.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in 50 ml of water
  3. extractionextracted with 2×50 ml of ethyl acetate

Sources & evidence

ORD record
ord-53161f9ae76340a9a71556dfd0b9f19b
Source dataset
uspto-grants-2015_09
Patent number
US09126952B2

Reaction notes

Loading…