Triethylamine → HCID 59750872, compound

HRID 748672Notes

Reaction equation

C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([S:20]([CH:23]([C:29]2[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=2[F:36])[CH:24]([OH:28])[CH2:25][CH2:26][CH3:27])(=[O:22])=[O:21])=[CH:16][CH:15]=1>C(Cl)Cl>[CH3:8][S:9]([O:28][CH:24]([CH2:25][CH2:26][CH3:27])[CH:23]([S:20]([C:17]1[CH:16]=[CH:15][C:14]([Cl:13])=[CH:19][CH:18]=1)(=[O:22])=[O:21])[C:29]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=1[F:36])(=[O:11])=[O:10]

Participants

Conditions

Temperature: 0 °C

Procedure

At 0° C., triethylamine (0.300 ml, 2.16 mmol) and methanesulfonyl chloride (0.150 ml, 1.93 mmol) were added to a methylene chloride (10 ml) solution of the 1-[(4-chlorophenyl)sulfonyl]-1-(2,5-difluorophenyl)-2-pentanol (449 mg, 1.20 mmol) obtained in Example 11. The resulting mixture was then stirred at 0° C. for 2 hours. The reaction mixture was diluted with methylene chloride, washed successively with a saturated aqueous solution of ammonium chloride, water and brine, dried over MgSO4, then concentrated. The residue thus obtained was purified by medium-pressure chromatography on a silica gel column (15% ethyl acetate-hexane), whereby the title compound (503 mg, 93%) was obtained as a colorless solid.

Workup

washwashed successively with a saturated aqueous solution of ammonium chloride, water and brine
dry with materialdried over MgSO4
concentrationconcentrated
customThe residue thus obtained
customwas purified by medium-pressure chromatography on a silica gel column (15% ethyl acetate-hexane), whereby the title compound (503 mg, 93%)
customwas obtained as a colorless solid

Sources & evidence

ORD record: ord-7116815407114652ab0bcfd68bd5d268
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07399775B2

Reaction notes

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