HCID 18947539, compound → HCID 18947557, compound

HRID 1769349Notes

Reaction equation

HRID 1769349 reaction equation
[Cl:1][C:2]1[CH:39]=[CH:38][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:13][CH:14]=3)[C:9]([S:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[C:8]2[CH2:33][C:34](OC)=[O:35])=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:13][CH:14]=3)[C:9]([S:28][C:29]([CH3:30])([CH3:31])[CH3:32])=[C:8]2[CH2:33][CH2:34][OH:35])=[CH:38][CH:39]=1

Participants

4

Reactant 2

HCID 18947539HCID 18947539, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18947557HCID 18947557, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound from Step A (192 mg) was dissolved in 3 mL of THF at RT under an argon atmosphere and treated with 30 mg of lithium aluminum hydride. After 1 hr, the reaction was poured onto 10 mL of 0.5N Na,K tartrate solution and extracted with 3×10 mL of EtOAc. The organic layer was washed with 10 mL of H2O, dried (MgSO4) and evaporated to dryness to yield the title compound.

Workup

  1. extractionextracted with 3×10 mL of EtOAc
  2. washThe organic layer was washed with 10 mL of H2O
  3. dry with materialdried (MgSO4)
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-1ad250e067d8446b9bb5f1c038b2a29e
Source dataset
uspto-grants-1995_01
Patent number
US05380850

Reaction notes

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