2-Methoxyethanol → HCID 178496180, compound

HRID 2042820Notes

Reaction equation

HRID 2042820 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][OH:5].CC([O-])(C)C.[K+].Cl[C:13]1[N:31]=[C:30]([Cl:32])[CH:29]=[CH:28][C:14]=1[C:15]([NH:17][C@H:18]1[CH2:23][CH2:22][C@H:21]([C:24]([F:27])([F:26])[F:25])[CH2:20][CH2:19]1)=[O:16]>C1COCC1.O>[Cl:32][C:30]1[CH:29]=[CH:28][C:14]([C:15]([NH:17][C@H:18]2[CH2:23][CH2:22][C@H:21]([C:24]([F:27])([F:26])[F:25])[CH2:20][CH2:19]2)=[O:16])=[C:13]([O:5][CH2:4][CH2:3][O:2][CH3:1])[N:31]=1

Participants

6

Reactant 3

HCID 80192-MethoxyethanolHCID 23665647Potassium tert-butoxideHCID 178523747HCID 178523747, compound

Product 1

HCID 178496180HCID 178496180, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

2-Methoxyethanol (550 μL, 6.94 mmol) is added at rt to KOtBu (750 mg, 6.35 mmol) in THF (30 mL) and it is stirred for 5 min. 2,6-Dichloro-N-(trans-4-trifluoromethyl-cyclohexyl)-nicotinamide (2.00 g, 5.86 mmol) is added to the reaction mixture and it is stirred for 10 min at rt. The reaction mixture is diluted with water, filtered and the filtrate is concentrated. The residue is treated with water, filtered off, washed with water and dried.

Workup

  1. stirringis stirred for 10 min at rt
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated
  4. additionThe residue is treated with water
  5. filtrationfiltered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-043e2677ff7045c3a922bf56bde1255e
Source dataset
uspto-grants-2013_11
Patent number
US08586604B2

Reaction notes

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