Tributyltin Chloride → HCID 22390348, compound

HRID 1072343Notes

Reaction equation

[S:1]1[C:5]([C:6]([C:8]2[N:9]=[CH:10][N:11]3[CH:15]=[CH:14][S:13][C:12]=23)=[O:7])=[CH:4][N:3]=[CH:2]1.[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[C:5]([C:6]([C:8]2[N:9]=[CH:10][N:11]3[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]=23)=[O:7])=[CH:4][N:3]=[CH:2]1

Participants

Reactant 3

HCID 15096Tributyltin Chloride

HCID 223903387-(Thiazol-5-yl)carbonylimidazo[5,1-b]thiazole

HCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 22390348HCID 22390348, compound

Procedure

The title compound (260 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 187 mg of 7-(thiazol-5-yl)carbonylimidazo[5,1-b]thiazole, 0.235 ml of tri-n-butylstannyl chloride, and 1.2 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-a4116e6c60714eb7822a3dfd8f760cb7
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908913B2

Reaction notes

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