Triethylsilane → HCID 10522282, compound

HRID 1069634Notes

Reaction equation

HRID 1069634 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][N:9]2[C:17]3[C:12](=[C:13]([O:18][CH3:19])[CH:14]=[CH:15][CH:16]=3)[C:11]([CH:20](O)[C:21]([NH2:23])=[O:22])=[C:10]2[CH2:25][CH3:26])[CH:5]=[CH:6][CH:7]=1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][N:9]2[C:17]3[C:12](=[C:13]([O:18][CH3:19])[CH:14]=[CH:15][CH:16]=3)[C:11]([CH2:20][C:21]([NH2:23])=[O:22])=[C:10]2[CH2:25][CH3:26])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 10643060HCID 10643060, compound

Product 1

HCID 10522282HCID 10522282, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

By the method in Example 75, Part F, 280 mg (0.75 mmol) of 1-[(3-chlorophenyl)methyl]-2-ethyl-4-methoxy-alpha-hydroxy-1H-indole-3-acetamide was reduced with 0.12 mL (0.75 mmol) of triethylsilane in 2 mL of trifluoroacetic acid to give by chromatography on silica gel (eluted ethyl acetate) 125 mg (48% yield) of 1-[(3-chlorophenyl)methyl]-2-ethyl-4-methoxy-1H-indole-3-acetamide.

Sources & evidence

ORD record
ord-9ea678b9e5164aa9a67d2d4896700846
Source dataset
uspto-grants-2001_06
Patent number
US06252084B1

Reaction notes

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