Thionyl Chloride → HCID 57467660, compound

HRID 404396Notes

Reaction equation

HRID 404396 reaction equation
[F:1][C:2]1[C:3]([C:10]2[CH:15]=[CH:14][C:13]([CH2:16]O)=[CH:12][C:11]=2[C:18]2([CH2:23][O:24][CH3:25])[CH2:22][CH2:21][CH2:20][CH2:19]2)=[CH:4][C:5]([O:8][CH3:9])=[N:6][CH:7]=1.S(Cl)([Cl:28])=O>C(Cl)Cl>[Cl:28][CH2:16][C:13]1[CH:14]=[CH:15][C:10]([C:3]2[C:2]([F:1])=[CH:7][N:6]=[C:5]([O:8][CH3:9])[CH:4]=2)=[C:11]([C:18]2([CH2:23][O:24][CH3:25])[CH2:22][CH2:21][CH2:20][CH2:19]2)[CH:12]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 58379883HCID 58379883, compound

Product 1

HCID 57467660HCID 57467660, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (4-(5-fluoro-2-methoxypyridin-4-yl)-3-(1-(methoxymethyl)cyclopentyl)phenyl)methanol (71.0 mg, 206 μmol) DMF (10 uL), and DCM (4.0 mL) was slowly added thionyl chloride (15.0 μL, 206 μmol) at 0° C. After addition, the resulting mixture was stirred at room temperature for 1 hour. The solvent was removed providing the product which was used in the next step. MS ESI (pos.) m/e: 364.2 (M+H)+.

Workup

  1. customat 0° C
  2. additionAfter addition
  3. customThe solvent was removed
  4. customproviding the product which

Sources & evidence

ORD record
ord-d129dd84d9b4452fab4e3457f9076983
Source dataset
uspto-grants-2014_06
Patent number
US08748462B2

Reaction notes

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