Tributyltin Chloride → HCID 22390372, compound

HRID 1072347Notes

Reaction equation

[N:1]([CH2:4][CH2:5][S:6][C:7]1[CH:8]=[C:9]([C:13]([C:15]2[N:16]=[CH:17][N:18]3[CH:22]=[CH:21][S:20][C:19]=23)=[O:14])[CH:10]=[N:11][CH:12]=1)=[N+:2]=[N-:3].[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>>[N:1]([CH2:4][CH2:5][S:6][C:7]1[CH:8]=[C:9]([C:13]([C:15]2[N:16]=[CH:17][N:18]3[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]=23)=[O:14])[CH:10]=[N:11][CH:12]=1)=[N+:2]=[N-:3]

Participants

Reactant 3

HCID 15096Tributyltin Chloride

HCID 22390245HCID 22390245, compound

HCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 22390372HCID 22390372, compound

Procedure

The title compound (857 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 667 mg of 7-[5-(2-azidoethylthio)pyridin-3-yl]carbonylimidazo[5,1-b]-thiazole, 0.603 ml of tri-n-butylstannyl chloride, and 3.7 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-2949860bb38f4fafa912ff1162a56c14
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908913B2

Reaction notes

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