Hydrochloric Acid → 6-(Piperidin-1-yl)pyridin-3-amine dihydrochloride

HRID 1471012Notes

Reaction equation

HRID 1471012 reaction equation
[N:1]1([C:7]2[N:12]=[CH:11][C:10]([NH:13]C(=O)OC(C)(C)C)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[ClH:21]>CCOCC>[ClH:21].[ClH:21].[N:1]1([C:7]2[N:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 60026701Tert-butyl 6-(piperidin-1-yl)pyridin-3-ylcarbamate

Product 1

HCID 457923666-(Piperidin-1-yl)pyridin-3-amine dihydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The product from Example 144B (1.00 g, 3.62 mmol) was added slowly to 4 M hydrochloric acid (10 mL, 40 mmol) and stirred at room temperature. After stirring overnight, ether was added and the solid filtered. Dried in vacuum oven to a white solid (0.817 g; 84%). 1H NMR (400 MHz, methanol-d4) δ 1.77 (s, 6H), 3.65 (s, 4H), 7.41 (d, J=9.8 Hz, 1H), 7.70 (d, J=2.6 Hz, 1H), 7.79 (dd, J=2.7, 9.8 Hz, 1H).

Workup

  1. stirringAfter stirring overnight
  2. filtrationthe solid filtered
  3. customDried in vacuum oven to a white solid (0.817 g; 84%)

Sources & evidence

ORD record
ord-e87e35422c1c40b5acd50c5c3889a781
Source dataset
uspto-grants-2015_04
Patent number
US09006387B2

Reaction notes

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