Propane, 1-chloro-3-isocyanato- → 1,1-Dimethylethyl 4-[(3-chloropropyl)amino]-1-piperidinecarboxylate

HRID 1867578Notes

Reaction equation

HRID 1867578 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][CH2:3]1.[Cl:15][CH2:16][CH2:17][CH2:18]N=C=O>O1CCCC1>[C:11]([O:10][C:8]([N:5]1[CH2:4][CH2:3][CH:2]([NH:1][CH2:18][CH2:17][CH2:16][Cl:15])[CH2:7][CH2:6]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 166752Propane, 1-chloro-3-isocyanato-HCID 12682914-Amino-1-Boc-piperidine

Product 1

HCID 685625721,1-Dimethylethyl 4-[(3-chloropropyl)amino]-1-piperidinecarboxylateYield 97.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-amino-1-t-butoxycarbonylpiperidine (200 mg, 1.0 mmol) in tetrahydrofuran (5 mL) was treated with 3-chloropropyl isocyanate (0.080 mL, 1.0 mmol) overnight. The solvent was evaporated to provide the title compound as a white solid (270 mg).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-3573dace34a4450faafa998cdcf00807
Source dataset
uspto-grants-2009_12
Patent number
US07632832B2

Reaction notes

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