Methyl iodide → HCID 89995662, compound

HRID 523058Notes

Reaction equation

HRID 523058 reaction equation
[H-].[Na+].[Cl:3][C:4]1[N:5]=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([C:14]1[CH:15]=[N:16][N:17]([CH2:19][CH:20]([OH:24])[CH2:21][O:22][CH3:23])[CH:18]=1)=[CH:9][CH:8]=2.I[CH3:26]>C1COCC1>[Cl:3][C:4]1[N:5]=[CH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([C:14]1[CH:15]=[N:16][N:17]([CH2:19][CH:20]([O:24][CH3:26])[CH2:21][O:22][CH3:23])[CH:18]=1)=[CH:9][CH:8]=2

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 89995579HCID 89995579, compound

Product 1

HCID 89995662HCID 89995662, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

NaH (60%, 3.5 mg) was added to a solution of racemic 1-(4-(3-chloroisoquinolin-6-yl)-1H-pyrazol-1-yl)-3-methoxypropan-2-ol (Preparation 36, 20 mg, 0.063 mmol) in THF (4 mL). After stirring for 15 minutes, iodomethane (20 uL, 0.32 mmol) was added. The resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes. The reaction mixture was extracted with EtOAc, dried over sodium sulphate and concentrated in vacuo. The residue was used in the next step without further purification.

Workup

  1. stirringThe resulting solution was stirred at 60° C. under microwave irradiation for 60 minutes
  2. extractionThe reaction mixture was extracted with EtOAc
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. customThe residue was used in the next step without further purification

Sources & evidence

ORD record
ord-ec9db66281c9463cb2a8ed060a00bf4b
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

Loading…