Methanol → HCID 66998174, compound

HRID 561010Notes

Reaction equation

HRID 561010 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8]([N:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)=O.CO>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH2:8][N:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1

Participants

4

Reactant 2

HCID 887MethanolHCID 66998215HCID 66998215, compound

Product 1

HCID 66998174HCID 66998174, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve (4-chloro-pyridin-3-yl)-morpholin-4-yl-methanone (1.17 g, 5.17 mmol) in dry THF (10 mL). Add a solution of 2 M BH3—Me2S/THF (15 mL, 31.0 mmol) dropwise at room temperature under nitrogen. Stir at room temperature for 15 hours under nitrogen. Add methanol (11.0 mL) very slowly dropwise. Heat at 60° C. for 3 hours, and cool to room temperature in vacuo to afford the title compound (1.1 g, 100%). MS (ES) m/z 213 [M+1]+.

Workup

  1. temperatureHeat at 60° C. for 3 hours
  2. temperaturecool to room temperature in vacuo

Sources & evidence

ORD record
ord-73de2596c81a4b7693d0758343facd79
Source dataset
uspto-grants-2011_11
Patent number
US08063212B2

Reaction notes

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