Hydrochloric Acid → (2R,3R)-2-(2,5-difluorophenyl)3-[[1-(hydroxymethyl)-2-hydroxyethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol

HRID 1250382Notes

Reaction equation

HRID 1250382 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@:9]([OH:31])([C@H:16]([S:18][C@@H:19]1[CH2:24][O:23][C@@H](C2C=CC=CC=2)[O:21][CH2:20]1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C@:9]([OH:31])([C@H:16]([S:18][CH:19]([CH2:20][OH:21])[CH2:24][OH:23])[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178462389HCID 178462389, compound

Product 1

HCID 69942789(2R,3R)-2-(2,5-difluorophenyl)3-[[1-(hydroxymethyl)-2-hydroxyethyl]thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Procedure

In the same manner as that described in Example 7(vi) above, 5.0 g of crude (2R,3R)-2-(2,5-difluorophenyl)-3-[(trans-2-phenyl-1,3-dioxan-5-yl)thio]-1-(1H-1,2,4-triazol-1-yl)-2-butanol [prepared as described in Step 8(v) above] were treated with hydrochloric acid and the product obtained was purified by chromatography on a silica gel (50 g) column using a 3:100 mixture of methanol and ethyl acetate as the eluant to afford 3.17 g [overall yield from Step 8(v) 83%] of the of the title compound as an oil.

Workup

  1. customthe product obtained
  2. customwas purified by chromatography on a silica gel (50 g) column
  3. additiona 3:100 mixture of methanol and ethyl acetate as the eluant
  4. customto afford

Sources & evidence

ORD record
ord-ba314b6ba25b469ebaa1d7b7b3dbf01b
Source dataset
uspto-grants-2002_01
Patent number
US06337403B1

Reaction notes

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