4-Methylpentyn-3-ol → HCID 86670381, compound

HRID 1972522Notes

Reaction equation

HRID 1972522 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:22]([OH:31])([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1.[CH3:32][CH:33]([CH3:38])[CH:34]([OH:37])[C:35]#[CH:36]>>[CH3:32][CH:33]([CH3:38])[CH:34]([OH:37])[C:35]#[C:36][C:2]1[CH:3]=[C:4]([C:22]([OH:31])([C:27]([F:29])([F:30])[F:28])[C:23]([F:26])([F:25])[F:24])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 982794-Methylpentyn-3-olHCID 86670331HCID 86670331, compound

Product 1

HCID 86670381HCID 86670381, compound

Procedure

Following the procedure outlined for Example 152, 2-(3-bromo-4-(4-(2-thiophenylsulfonyl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (Example 69) was coupled to 4-methyl-1-pentyn-3-ol (Aldrich, St. Louis, Mo.) to afford 4-methyl-1-(2-(4-(2-thiophenylsulfonyl)-1-piperazinyl)-5-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-pentyn-3-ol as a mixture of enantiomers.

Sources & evidence

ORD record
ord-6abc1bb29f1e4874a031fcf05653c7bc
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

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