Tributylstannane → HCID 22905843, compound

HRID 1488564Notes

Reaction equation

HRID 1488564 reaction equation
[F:1][C:2]([F:37])([F:36])[C:3]1[CH:4]=[C:5]([CH:13]=[CH:14][C:15](=[O:35])[CH:16]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.C([SnH](CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[F:36][C:2]([F:1])([F:37])[C:3]1[CH:4]=[C:5]([CH2:13][CH2:14][C:15](=[O:35])[CH:16]([NH:27][C:28]([O:30][C:31]([CH3:32])([CH3:33])[CH3:34])=[O:29])[CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)[CH:6]=[C:7]([C:9]([F:12])([F:10])[F:11])[CH:8]=1

Participants

4

Reactant 2

HCID 5948TributylstannaneHCID 54449557HCID 54449557, compound

Product 1

HCID 22905843HCID 22905843, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The product of part (c) was heated under reflux with tri-n-butyltin hydride (51.12 g) in toluene for 20 hours. The reaction was cooled and purified by column chromatography on silica using ethyl acetate/petroleum ether (1:4) to yield the title compound as a white solid (37.1 g), mp=138°-140° C.: found: C, 59.23; H,4.90; N, 5.28; C26 H24F6N2O3 requires C, 59.09, H, 4.96; N, 5.30%.

Workup

  1. temperatureThe reaction was cooled
  2. custompurified by column chromatography on silica

Sources & evidence

ORD record
ord-24d352c4abce41cbba565a7d6a02cc9f
Source dataset
uspto-grants-1997_10
Patent number
US05674889

Reaction notes

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