Tributyltin Chloride → HCID 22390227, compound

HRID 1072337Notes

Reaction equation

HRID 1072337 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([CH:11]([OH:20])[C:12]2[N:13]=[CH:14][N:15]3[CH:19]=[CH:18][S:17][C:16]=23)[CH:2]=1.[CH2:21]([Sn:25](Cl)([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH3:24].C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1COCC1>[O-2].[O-2].[Mn+4]>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]([C:11]([C:12]2[N:13]=[CH:14][N:15]3[CH:19]=[C:18]([Sn:25]([CH2:26][CH2:27][CH2:28][CH3:29])([CH2:30][CH2:31][CH2:32][CH3:33])[CH2:21][CH2:22][CH2:23][CH3:24])[S:17][C:16]=23)=[O:20])[CH:2]=1

Participants

5

Reactant 3

HCID 15096Tributyltin ChlorideHCID 22390197HCID 22390197, compoundHCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 22390227HCID 22390227, compound

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

A ketone compound (327 mg) was prepared in substantially the same manner as in step b) of Synthesis Example 1, except that 577 mg of 7-[(quinolin-3-yl)hydroxymethyl]imidazo[5,1-b]thiazole and 421 mg of manganese dioxide were used as the starting compounds. 7-(Quinolin-3-yl)carbonyl-2-(tri-n-butylstannyl)imidazo-[5,1-b]thiazole (73 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 64 mg of the ketone compound, 0.140 ml of tri-n-butylstannyl chloride, and 1.50 ml of a 1.0 N lithium bis(trimethylsilyl)amide/THF solution were used as the starting materials.

Workup

  1. customof Synthesis Example 1
  2. customof Synthesis Example 1

Sources & evidence

ORD record
ord-a6bced7d89094c5cb3144904afb32d6b
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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