2-Bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-one → Methyl [6-chloro-2-[(2,3-dihydro-1,4-benzodioxin-6-yl)carbonyl]-1H-indol-3-yl]acetate

HRID 380563Notes

Reaction equation

HRID 380563 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:8]2[O:9][CH2:10][CH2:11][O:12][C:7]=2[CH:6]=1)=[O:4].[Cl:15][C:16]1[CH:24]=[C:23]2[C:19]([C:20]([CH2:37][C:38]([O:40][CH3:41])=[O:39])=C(C(C3N=CC4CCCCC=4C=3)=O)[NH:22]2)=[CH:18][CH:17]=1>>[Cl:15][C:16]1[CH:24]=[C:23]2[C:19]([C:20]([CH2:37][C:38]([O:40][CH3:41])=[O:39])=[C:2]([C:3]([C:5]3[CH:14]=[CH:13][C:8]4[O:9][CH2:10][CH2:11][O:12][C:7]=4[CH:6]=3)=[O:4])[NH:22]2)=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 27761712-Bromo-1-(2,3-dihydro-1,4-benzodioxin-6-yl)ethan-1-oneHCID 9908023methyl [6-chloro-2-[(5,6,7,8-tetrahydroisoquinolin-3-yl)carbonyl]-1H-indol-3-yl]acetate

Product 1

HCID 9843129Methyl [6-chloro-2-[(2,3-dihydro-1,4-benzodioxin-6-yl)carbonyl]-1H-indol-3-yl]acetate

Procedure

The title compound was prepared according to the procedure described in step 2 of Example 1 from 6-bromoacetyl-2,3-dihydro-1,4-benzodioxine (J. Med. Chem. 1972, 15, 49) and methyl trans-4-chloro-2-[(phenylsulfonyl)amino]cinnamate (Example 1, step 1).

Sources & evidence

ORD record
ord-78865ab84db847f2bfe7a55d98af4855
Source dataset
uspto-grants-2001_10
Patent number
US06303628B1

Reaction notes

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