Dichloromethane → HCID 70981368, compound

HRID 1475340Notes

Reaction equation

HRID 1475340 reaction equation
C(OC([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([Cl:17])[CH:15]=2)[C:10]([CH2:20][OH:21])([CH2:18][OH:19])[C:9]1=[O:22])=O)(C)(C)C.C(Cl)Cl.C(O)(C(F)(F)F)=O>C1COCC1>[Cl:17][C:14]1[CH:15]=[C:16]2[C:11]([C:10]([CH2:18][OH:19])([CH2:20][OH:21])[C:9](=[O:22])[NH:8]2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86723957HCID 86723957, compound

Product 1

HCID 70981368HCID 70981368, compoundYield 189.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 6-chloro-3,3-bis-hydroxymethyl-2-oxo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (1.9 g, 5.8 mmol), DCM (50 mL) and TFA (10 mL) was stirred at 20° C. for 5 h then evaporated in vacuo to give a semi-solid. Azeotrope with THF was performed to give the title compound (2.5 g). MS: [M+H]+=228.

Workup

  1. customthen evaporated in vacuo
  2. customto give a semi-solid

Sources & evidence

ORD record
ord-b4013f278be1402aa94dd0882279cc16
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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