Triethylamine → HCID 178527569, compound

HRID 1797012Notes

Reaction equation

HRID 1797012 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([S:7](Cl)(=[O:9])=[O:8])[CH:2]=1.[F:11][C:12]([F:33])([F:32])[C:13]1[CH:14]=[C:15]([C:19]2[N:20]=[C:21]([CH:24]3[CH2:29][CH2:28][CH:27]([CH2:30][NH2:31])[CH2:26][CH2:25]3)[NH:22][CH:23]=2)[CH:16]=[CH:17][CH:18]=1.C(N(CC)CC)C>C(Cl)Cl>[F:33][C:12]([F:11])([F:32])[C:13]1[CH:14]=[C:15]([C:19]2[N:20]=[C:21]([C@H:24]3[CH2:25][CH2:26][C@H:27]([CH2:30][NH:31][S:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)(=[O:9])=[O:8])[CH2:28][CH2:29]3)[NH:22][CH:23]=2)[CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3164136Pyridine-3-sulfonyl chlorideHCID 178509631HCID 178509631, compound

Product 1

HCID 178527569HCID 178527569, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Pyridine-3-sulfonyl chloride (0.34 mmol) was added to a solution of C-{4-[4-(3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-cyclohexyl}-methylamine (0.31 mmol) and triethylamine (0.62 mmol) in CH2Cl2 (5 mL). The mixture was stirred overnight at room temperature, diluted with CH2Cl2, washed with saturated NaHCO3, dried over Na2SO4, and concentrated under vacuum. The residue was purified by flash chromatography (90:10 CH2Cl2/MeOH) to give Pyridine-3-sulfonic acid trans-{4-[4-(3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-cyclohexylmethyl}-amide.

Workup

  1. washwashed with saturated NaHCO3
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated under vacuum
  4. customThe residue was purified by flash chromatography (90:10 CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-e2cca564f07f4588be6185034072741e
Source dataset
uspto-grants-2006_04
Patent number
US07034034B2

Reaction notes

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