2-(Tributylstannyl)-1,3-thiazole → HCID 22461286, compound

HRID 1937638Notes

Reaction equation

HRID 1937638 reaction equation
Br[C:2]1[C:10]2[C:9](=[O:11])[CH2:8][C:7]([CH3:13])([CH3:12])[CH2:6][C:5]=2[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20]#[N:21])[CH:3]=1.C([Sn](CCCC)(CCCC)[C:27]1[S:28][CH:29]=[CH:30][N:31]=1)CCC>>[C:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[N:4]1[C:5]2[CH2:6][C:7]([CH3:13])([CH3:12])[CH2:8][C:9](=[O:11])[C:10]=2[C:2]([C:27]2[S:28][CH:29]=[CH:30][N:31]=2)=[CH:3]1)#[N:21]

Participants

3

Reactant 2

HCID 27632592-(Tributylstannyl)-1,3-thiazoleHCID 224613032-(3-Bromo-4,5,6,7-tetrahydro-6,6-dimethyl-4-oxo-1H-indol-1-yl)benzonitrile

Product 1

HCID 22461286HCID 22461286, compoundYield 44%

Procedure

In the same way as described in Example 15, Step 4 using 3-bromo-1-(2-cyanophenyl)-6,6-dimethyl-4,5,6,7-tetrahydroindol-4-one and 2-tributylstannylthiazole, the title compound (200 mg, 44%) was isolated as a colourless solid. 1H NMR (400 MHz, d6-DMSO) δ 1.05 (6H,s), 2.43 (2H,s), 2.53 (2H,s), 7.63 (1H,d, J=3.3 Hz), 7.75-7.80 (4H,m), 7.92 (1H,dd, J=7.8 and 1.4 Hz), 8.13 (1H,dd, J=7.7 and 1.3 Hz). MS (ES+) 348 (M+1).

Sources & evidence

ORD record
ord-b32d02c1de2048d295341046936e5f78
Source dataset
uspto-grants-2002_05
Patent number
US06395766B1

Reaction notes

Loading…