HCID 10226979, compound → HCID 10115096, compound

HRID 2181361Notes

Reaction equation

HRID 2181361 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([CH2:23][CH2:24][C:25](O)=[O:26])=[C:10]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:19]([F:22])([F:21])[F:20])[S:11][C:5]=2[N:4]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:3]1=[O:32]>O1CCCC1>[CH3:12][CH2:10][CH2:9][CH:6]([CH3:7])[CH3:5].[OH:26][CH2:25][CH2:24][CH2:23][C:9]1[C:6]2[C:7](=[O:8])[N:2]([CH3:1])[C:3](=[O:32])[N:4]([CH2:28][CH:29]([CH3:31])[CH3:30])[C:5]=2[S:11][C:10]=1[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]([F:20])([F:21])[F:22]

Participants

4

Reactant 1

HCID 10226979HCID 10226979, compound

Product 2

HCID 78922-MethylpentaneHCID 10115096HCID 10115096, compoundYield 119.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

The product of Example 28 (674 mg) was dissolved in tetrahydrofuran (20 ml) and LiA1H(OtBu)3 (4 ml of 1M solution in tetrahydrofuran) was added. The mixture was heated at 55° C. under an atmosphere of nitrogen for 17 hrs. The reaction was quenched with water, concentrated in vacuo and purified via chromatography, eluting with 1:1 diethyl ether:isohexane to give the title compound (392 mg).

Workup

  1. customThe reaction was quenched with water
  2. concentrationconcentrated in vacuo
  3. custompurified via chromatography
  4. washeluting with 1:1 diethyl ether

Sources & evidence

ORD record
ord-82e4aede44594b8389a209bd564868c5
Source dataset
uspto-grants-2005_05
Patent number
US06890923B2

Reaction notes

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