HCID 54045826, compound → HCID 54457749, compound

HRID 341983Notes

Reaction equation

HRID 341983 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([O:11][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][O:13]1)([CH3:10])[CH3:9].[Cl:18][C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[CH:24][C:25]([CH:29]=[CH:30][C:31]3[CH:32]=[C:33]([CH:37]([OH:41])[CH2:38][CH:39]=[CH2:40])[CH:34]=[CH:35][CH:36]=3)=[N:26]2)=[CH:21][CH:20]=1>>[Cl:18][C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[CH:24][C:25]([CH:29]=[CH:30][C:31]3[CH:32]=[C:33]([C:37](=[O:41])[CH2:38][CH2:39][CH2:40][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=4[C:8]([O:11][CH:12]4[CH2:17][CH2:16][CH2:15][CH2:14][O:13]4)([CH3:10])[CH3:9])[CH:34]=[CH:35][CH:36]=3)=[N:26]2)=[CH:21][CH:20]=1.[Cl:18][C:19]1[CH:28]=[C:27]2[C:22]([CH:23]=[CH:24][C:25]([CH:29]=[CH:30][C:31]3[CH:32]=[C:33]([C:37](=[O:41])[CH2:38][CH2:39][CH2:40][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=4[C:8]([OH:11])([CH3:9])[CH3:10])[CH:34]=[CH:35][CH:36]=3)=[N:26]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 54045826HCID 54045826, compoundHCID 54310105HCID 54310105, compound

Product 2

HCID 54457749HCID 54457749, compoundHCID 54531582HCID 54531582, compound

Procedure

Using the procedure of Example 80, Step 2, the iodide of Step 2 (2.69 g, 7.78 mmol) was coupled with the homoallylic alcohol of Step 1 (2.11 g, 7.0 mmol) at 100° C. for 4 hours to afford 1.50 g of the title compound and 1.04 g of 2-(2-(4-(3-(2-(7-chloro-2-quinolinyl)ethenyl)phenyl)-4-oxobutyl)phenyl)-2-propanol, which can be converted to the title product using the procedure of Step 2.

Sources & evidence

ORD record
ord-bb6097d4eadf4ba786efcb408854aac4
Source dataset
uspto-grants-1999_01
Patent number
US05856322

Reaction notes

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