Water → HCID 59279594, compound

HRID 1675788Notes

Reaction equation

HRID 1675788 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[Br:7][C:8]1[CH:9]=[C:10]2[C:16]3([CH2:21][CH2:20][S:19][CH2:18][CH2:17]3)[C:15](=[O:22])[NH:14][C:11]2=[CH:12][CH:13]=1.Br[CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].O>CN(C=O)C>[Br:7][C:8]1[CH:9]=[C:10]2[C:16]3([CH2:17][CH2:18][S:19][CH2:20][CH2:21]3)[C:15](=[O:22])[N:14]([CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[C:11]2=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 59279591HCID 59279591, compound

Product 1

HCID 59279594HCID 59279594, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cesium carbonate (610 mg, 1.87 mmol) was added to a solution of 5-bromo-2′,3′,5′,6′-tetrahydrospiro[indole-3,4′-thiopyran]-2(1H)-one from Step C (372 mg, 1.25 mmol) and ethyl bromoacetate (0.166 mL, 1.50 mmol) in DMF (2 mL). After 16 h, H2O (5 mL) was added to the reaction and the resulting precipitate was collected by filtration to give the title compound. MS: m/z=386 (M+1).

Workup

  1. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-9a81eaebd22442da869d8010a3e7a352
Source dataset
uspto-grants-2011_08
Patent number
US08003792B2

Reaction notes

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