Tributyltin Chloride → 7-(4-Methylthiazol-5-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

HRID 1072326Notes

Reaction equation

HRID 1072326 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[C:7]([C:9]1[N:10]=[CH:11][N:12]2[CH:16]=[CH:15][S:14][C:13]=12)=[O:8].[CH2:17]([Sn:21](Cl)([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20].C[Si]([N-][Si](C)(C)C)(C)C.[Li+].C1COCC1>>[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[C:7]([C:9]1[N:10]=[CH:11][N:12]2[CH:16]=[C:15]([Sn:21]([CH2:22][CH2:23][CH2:24][CH3:25])([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:17][CH2:18][CH2:19][CH3:20])[S:14][C:13]=12)=[O:8]

Participants

4

Reactant 3

HCID 15096Tributyltin ChlorideHCID 223901867-(4-Methylthiazol-5-yl)carbonylimidazo[5,1-b]thiazoleHCID 23714775LiHMDS tetrahydrofuran

Product 1

HCID 223903197-(4-Methylthiazol-5-yl)carbonyl-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole

Procedure

The title compound (254 mg) was prepared in substantially the same manner as in step c) of Synthesis Example 1, except that 502 mg of 7-(4-methylthiazol-5-yl)carbonylimidazo[5,1-b]thiazole, 0.598 ml of tri-n-butylstannyl chloride, and 4.0 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-b5971e1a51724c9980904d6b4c9e7f0d
Source dataset
uspto-grants-2005_06
Patent number
US06908913B2

Reaction notes

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