Tributyltin Chloride → 7-(Thiophen-2-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

HRID 1072330Notes

Reaction equation

HRID 1072330 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[N:9]=[CH:10][N:11]2[CH:15]=[CH:14][S:13][C:12]=12)=[O:7].[CH2:16]([Sn:20](Cl)([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19].C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1COCC1>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[N:9]=[CH:10][N:11]2[CH:15]=[C:14]([Sn:20]([CH2:21][CH2:22][CH2:23][CH3:24])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:16][CH2:17][CH2:18][CH3:19])[S:13][C:12]=12)=[O:7]

Participants

4

Reactant 3

HCID 15096Tributyltin ChlorideHCID 223903097-(Thiophen-2-yl)carbonylimidazo[5,1-b]thiazoleHCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 223901747-(Thiophen-2-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

Procedure

The title compound (923 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 550 mg of 7-(thiophen-2-yl)carbonylimidazo[5,1-b]thiazole, 0.701 ml of tri-n-butylstannyl chloride, and 3.6 ml of a 1.0 N lithium bis(trimethylsilyl)amide/THF solution were used as the starting materials.

Workup

  1. customof Synthesis Example 1

Sources & evidence

ORD record
ord-65dd41c4d9334c588bd981090b28a8b9
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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