2-(Tributylstannyl)-1,3-thiazole → HCID 22461270, compound

HRID 1937636Notes

Reaction equation

HRID 1937636 reaction equation
Br[CH:2]1[CH:10]2[C:5](=[CH:6][C:7]([CH3:13])([CH3:12])[CH2:8][C:9]2=[O:11])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16](Cl)[N:15]=2)[CH2:3]1.C([Sn](CCCC)(CCCC)[C:26]1[S:27][CH:28]=[CH:29][N:30]=1)CCC>>[CH3:12][C:7]1([CH3:13])[CH2:6][C:5]2[N:4]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([C:26]4[S:27][CH:28]=[CH:29][N:30]=4)[N:15]=3)[CH:3]=[C:2]([C:26]3[S:27][CH:28]=[CH:29][N:30]=3)[C:10]=2[C:9](=[O:11])[CH2:8]1

Participants

3

Reactant 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 22461265HCID 22461265, compound

Product 1

HCID 22461270HCID 22461270, compoundYield 13%

Procedure

In the same way as described in Example 15, Step 4 using 3-bromo-1-(6-chloropyridin-2-yl)-6,6-dimethyl-1,2,3,4-tetrahydroindol-4-one and 2-tributylstannylthiazole, the title compound (35 mg; 13%) was isolated as a yellow solid. 1H NMR (400 MHz, CDCl3) δ 1.21 (6H,s), 2.55 (2H,s), 3.24 (2H,s) 7.35 (1H,d, J=3.1 Hz), 7.50-7.53 (2H,m), 7.81 (1H,d, J=3.1 Hz), 7.97-8.02 (3H,m), 8.20 (1H,d, J=7.8 Hz). MS (ES+) 407 (M+1).

Sources & evidence

ORD record
ord-78a4074426d6476185153901adca42ec
Source dataset
uspto-grants-2002_05
Patent number
US06395766B1

Reaction notes

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