Methyl trans-4-chloro-2-(phenylsulfonylamino)cinnamate → Methyl[6-chloro-2-[4-(1-hydroxyethyl)pyridine-2-carbonyl]-1h-indol-3-yl]acetate

HRID 396566Notes

Reaction equation

HRID 396566 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5](/[CH:6]=[CH:7]/[C:8]([O:10][CH3:11])=[O:9])=[C:4]([NH:14]S(C2C=CC=CC=2)(=O)=O)[CH:3]=1.Br[CH2:25][C:26]([C:28]1[CH:33]=[C:32]([CH:34]([O:36][Si](C(C)(C)C)(C)C)[CH3:35])[CH:31]=[CH:30][N:29]=1)=[O:27]>>[CH3:11][O:10][C:8](=[O:9])[CH2:7][C:6]1[C:5]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:13][CH:12]=2)[NH:14][C:25]=1[C:26]([C:28]1[CH:33]=[C:32]([CH:34]([OH:36])[CH3:35])[CH:31]=[CH:30][N:29]=1)=[O:27]

Participants

3

Reactant 2

HCID 11371593Methyl trans-4-chloro-2-(phenylsulfonylamino)cinnamateHCID 230034202-Bromoacety-4-[1-(tert-butyldimethylsilyloxy)ethyl]pyridine

Product 1

HCID 23003544Methyl[6-chloro-2-[4-(1-hydroxyethyl)pyridine-2-carbonyl]-1h-indol-3-yl]acetate

Procedure

The title compound was prepared according to the procedure described in Example 57 from methyl trans-4-chloro-2-(penylsulfonylamino)cinnamate (step 1 of Example 8, Method A) and 2-bromoacetyl-4-[1-(tert-butyldimethylsilyloxy)ethyl]pyridine*.

Sources & evidence

ORD record
ord-5800bf61e92647deaffa1306c99c6595
Source dataset
uspto-grants-2003_08
Patent number
US06608070B1

Reaction notes

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