1-Boc-4-(aminomethyl)piperidine → HCID 54407470, compound

HRID 1584887Notes

Reaction equation

HRID 1584887 reaction equation
[NH:1]1[C:6]2[CH:7]=[CH:8][S:9][C:5]=2[C:4](=[O:10])OC1=O.[NH2:12][CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1>COCCOC>[NH2:1][C:6]1[CH:7]=[CH:8][S:9][C:5]=1[C:4]([NH:12][CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:16][CH2:15]1)=[O:10]

Participants

4

Reactant 2

HCID 7368171-Boc-4-(aminomethyl)piperidineHCID 27775521H,2H,4H-thieno(3,2-d)(1,3)oxazine-2,4-dione

Product 1

HCID 54407470HCID 54407470, compoundYield 41.6%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

A solution of 2H-thieno[3,2-d][1,3]oxazine-2,4(1H)-dione (3.1 g) and 4-(aminomethyl)-1-tert-butoxycarbonylpiperidine (3.9 g) in 1,2-dimethoxyethane (50 ml) was stirred at ambient temperature for 5 hours. The solvent was removed in vacuo and the residue purified by flash chromatography over silica eluting with ether. Appropriate fractions were combined and the solvent evaporated to give 3-amino-N-(1-tert-butoxycarbonyl-4-piperidylmethyl)thiophene-2-carboxamide as a colourless solid (2.57 g).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography over silica eluting with ether
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-a2918dd3c9e8442cb016eb8fbd11c1b2
Source dataset
uspto-grants-1999_08
Patent number
US05935973

Reaction notes

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