Water → HCID 67482536, compound

HRID 2402300Notes

Reaction equation

HRID 2402300 reaction equation
[CH3:1][O:2][CH2:3]Br.[CH:5](N(CC)C(C)C)(C)C.[OH2:14].[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1>C(Cl)Cl>[CH3:5][O:14][CH2:1][O:2][CH2:3][C:19]1[CH:20]=[CH:21][C:16]([NH2:15])=[N:17][CH:18]=1

Participants

6

Reactant 4

HCID 962WaterHCID 104392-AminopyridineHCID 81531DiisopropylethylamineHCID 83093Bromomethyl methyl ether

Product 1

HCID 67482536HCID 67482536, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Bromomethyl methyl ether (0.25 mL, 3.06 mmol) was added dropwise to a cold (0° C.) solution of the compound prepared in Part A (0.222 g, 1.79 mmol) and N,N-diisopropylethylamine (0.47 mL, 2.68 mmol) in CH2Cl2 (10 mL). The resulting mixture stirred at 0° C. for 2½ hr, water was added and layers separated. The CH2Cl2 layer was dried over MgSO4, filtered and evaporated in vacuo to give the desired MOM protected amino pyridine product.

Workup

  1. customlayers separated
  2. dry with materialThe CH2Cl2 layer was dried over MgSO4
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customto give the desired MOM

Sources & evidence

ORD record
ord-2a446b4c16cd4f90be55056e53b25c40
Source dataset
uspto-grants-2014_08
Patent number
US08796313B2

Reaction notes

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