Piperidine → HCID 68292599, compound

HRID 529468Notes

Reaction equation

HRID 529468 reaction equation
[CH3:1][C:2]1([CH3:31])[S:7][CH:6]2[CH2:8][CH2:9][CH2:10][CH2:11][N:5]2[C:4](=[O:12])[C@H:3]1[NH:13]C(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2.N1CCCCC1>C(Cl)Cl>[NH2:13][C@H:3]1[C:2]([CH3:1])([CH3:31])[S:7][CH:6]2[CH2:8][CH2:9][CH2:10][CH2:11][N:5]2[C:4]1=[O:12]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 68293151HCID 68293151, compound

Product 1

HCID 68292599HCID 68292599, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a round bottom flask was added (9H-fluoren-9-yl)methyl (3R)-2,2-dimethyl-4-oxooctahydropyrido[2,1-b][1,3]thiazin-3-ylcarbamate (37 mg, 0.085 mmol), DCM (1 mL) and piperidine (0.017 mL, 0.17 mmol). The reaction was stirred at rt for 3 hr. The solvent was removed and the residue was dried over vacuum pump overnight to give (3R)-3-amino-2,2-dimethylhexahydropyrido[2,1-b][1,3]thiazin-4(6H)-one (17 mg, 0.080 mmol, 94% yield).

Workup

  1. customThe solvent was removed
  2. customthe residue was dried over vacuum pump overnight

Sources & evidence

ORD record
ord-bf35f2b2402143a9a77797083d45c7dc
Source dataset
uspto-grants-2016_05
Patent number
US09346852B2

Reaction notes

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