4-Iodo-2-methyl-1,3-thiazole → 2-(4-(2-Methylthiazol-4-yl)but-3-ynyl)benzo[d]thiazole

HRID 1189153Notes

Reaction equation

HRID 1189153 reaction equation
I[C:2]1[N:3]=[C:4]([CH3:7])[S:5][CH:6]=1.[CH2:8]([C:12]1[S:13][C:14]2[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=2[N:16]=1)[CH2:9][C:10]#[CH:11]>>[CH3:7][C:4]1[S:5][CH:6]=[C:2]([C:11]#[C:10][CH2:9][CH2:8][C:12]2[S:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)[N:3]=1

Participants

3

Reactant 2

HCID 537067904-Iodo-2-methyl-1,3-thiazoleHCID 570536282-(But-3-yn-1-yl)-1,3-benzothiazole

Product 1

HCID 116377672-(4-(2-Methylthiazol-4-yl)but-3-ynyl)benzo[d]thiazoleYield 53%

Procedure

The title compound was prepared in accordance with the general method of Example 1, from 4-iodo-2-methyl-thiazole (120 mg, 0.53 mmol) and 2-but-3-ynyl-benzo[d]thiazole (100 mg, 0.53 mmol, Example 35(A)). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 152 mg (0.28 mmol, 53%) of 2-(4-(2-methylthiazol-4-yl)but-3-ynyl)benzo[d]thiazole as a yellow solid.

Workup

  1. customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

Sources & evidence

ORD record
ord-69697a7586de46b79bb30151ebe1c614
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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