Sodium hydride → 2-[[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-N,N-dimethyl-1-propanamine

HRID 1175405Notes

Reaction equation

HRID 1175405 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH:4]([OH:6])[CH3:5].[Cl:8][C:9]1[CH:14]=[C:13](Cl)[N:12]=[C:11]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=2[F:25])[N:10]=1.[H-].[Na+]>C1COCC1>[Cl:8][C:9]1[N:10]=[C:11]([S:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:19]=2[F:25])[N:12]=[C:13]([O:6][CH:4]([CH3:5])[CH2:3][N:2]([CH3:7])[CH3:1])[CH:14]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 37511DimepranolHCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine

Product 1

HCID 866198792-[[6-chloro-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinyl]oxy]-N,N-dimethyl-1-propanamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The subtitle compound was prepared according to the procedure outlined in Example 41 step i) using 1-dimethylamino-2-propanol (80 mg), 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of Example 1 step ii) (0.25 g) and 60% sodium hydride (30 mg) in THF (2 mL) at room temperature for 2 d to give the subtitle compound as a pale yellow gum. Yield: 0.29 g.

Workup

  1. customThe subtitle compound was prepared
  2. customat room temperature
  3. customfor 2 d

Sources & evidence

ORD record
ord-55e9464df2524ad582bd48db8cf0f358
Source dataset
uspto-grants-2010_11
Patent number
US07838675B2

Reaction notes

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