Tributyltin Chloride → HCID 22390320, compound

HRID 1072341Notes

Reaction equation

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

Participants

Reactant 3

HCID 15096Tributyltin Chloride

HCID 22390167HCID 22390167, compound

HCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 22390320HCID 22390320, compound

Procedure

7-(5-Phenylpyridin-3-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole (297 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 275 mg of 7-(5-phenylpyridin-3-yl)carbonylimidazo[5,1-b]thiazole, 0.330 ml of tri-n-butylstannyl chloride, and 1.80 ml of a 1.0 N lithium bis(trimethylsilyl)amide/THF solution were used as the starting materials.

Workup

customof Synthesis Example 1

Sources & evidence

ORD record: ord-e8d13b159d6c49b0a765cea0e477c8f6
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908913B2

Reaction notes

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