Triethylamine → HCID 19982155, compound

HRID 1460506Notes

Reaction equation

HRID 1460506 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[S:10][CH2:9][CH:8]([CH2:11][N:12]3[CH2:17][CH2:16][CH:15]([CH2:18][OH:19])[CH2:14][CH2:13]3)[CH2:7][C:6]=2[CH:20]=1.C(N(CC)CC)C.[F:28][C:29]1[CH:37]=[CH:36][C:32]([C:33](Cl)=[O:34])=[CH:31][CH:30]=1>C(Cl)Cl>[F:28][C:29]1[CH:37]=[CH:36][C:32]([C:33]([O:19][CH2:18][CH:15]2[CH2:16][CH2:17][N:12]([CH2:11][CH:8]3[CH2:7][C:6]4[CH:20]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=4[S:10][CH2:9]3)[CH2:13][CH2:14]2)=[O:34])=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 678794-Fluorobenzoyl chlorideHCID 19982146HCID 19982146, compound

Product 1

HCID 19982155HCID 19982155, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 400 mg 6-fluoro-3-(4-[hydroxymethyl]-piperidinomethyl)-3,4-dihydro-2H-1-benzothiopyran and 200 mg triethylamine in 10 ml methylene chloride is added 221 mg p-fluorobenzoyl chloride. After 30 minutes at room temperature the reaction mixture is washed with 1 N sodium hydroxide, dried over magnesium sulfate and the solvent is removed in vacuo. The residue is triturated with ether/hexane to afford the title compound, m.p. 113°-114° C.

Workup

  1. washAfter 30 minutes at room temperature the reaction mixture is washed with 1 N sodium hydroxide
  2. dry with materialdried over magnesium sulfate
  3. customthe solvent is removed in vacuo
  4. customThe residue is triturated with ether/hexane

Sources & evidence

ORD record
ord-951f38e8be314fc984037fa284292b79
Source dataset
uspto-grants-1991_12
Patent number
US05071858

Reaction notes

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