Ammonium Chloride → HCID 178462231, compound

HRID 423708Notes

Reaction equation

HRID 423708 reaction equation
[OH:1][C@@H:2]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]#[N:11])[CH2:6][CH2:5]1)[CH3:3].[Cl-].[NH4+].[N-:14]=[N+:15]=[N-:16].[Na+]>CN(C=O)C>[NH:14]1[C:10]([N:7]2[CH2:6][CH2:5][CH:4]([C@H:2]([OH:1])[CH3:3])[CH2:9][CH2:8]2)=[N:11][N:16]=[N:15]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 866387534-[(1R)-1-hydroxyethyl]-1-piperidinecarbonitrile

Product 1

HCID 178462231HCID 178462231, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 4-[(1R)-1-hydroxyethyl]-1-piperidinecarbonitrile (200 mg, 1.30 mmol) in DMF (5 mL) was treated with ammonium chloride (104 mg, 1.95 mmol) and sodium azide (126 mg, 1.95 mmol) at room temperature. The mixture was heated at 100° C. for 14 h. After allowing the mixture to cool, the solid was removed by filtration and washed with DMF. The filtrate was concentrated to give (1R)-1-[1-(1H-tetrazol-5-yl)-4-piperidinyl]ethanol, which was used without further purification.

Workup

  1. temperatureto cool
  2. customthe solid was removed by filtration
  3. washwashed with DMF
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-f279832174a74669bc6b866c75fe8482
Source dataset
uspto-grants-2012_01
Patent number
US08101634B2

Reaction notes

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