Hydrochloric Acid → HCID 10194078, compound

HRID 2415783Notes

Reaction equation

HRID 2415783 reaction equation
C[O:2][C:3]([C:5]1[C:15]2[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=2[CH:8]=[C:7]([NH:16][C:17]([C:19]2[NH:20][C:21]3[C:26]([CH:27]=2)=[CH:25][C:24]([Cl:28])=[CH:23][CH:22]=3)=[O:18])[CH:6]=1)=[O:4].Cl>C1COCC1.O.[OH-].[K+]>[Cl:28][C:24]1[CH:25]=[C:26]2[C:21](=[CH:22][CH:23]=1)[NH:20][C:19]([C:17]([NH:16][C:7]1[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[C:15]3[O:14][CH2:13][CH2:12][CH2:11][O:10][C:9]=3[CH:8]=1)=[O:18])=[CH:27]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12132338HCID 12132338, compound

Product 1

HCID 10194078HCID 10194078, compound

Reagents, catalysts & solvents 2

HCID 14797Potassium HydroxideSolventHCID 21881883Oxolane--water (1/1)Solvent

Procedure

8-[(5-Chloro-1H-indole-2-carbonyl)amino]-3,4-dihydro-2H-benzo[b][1,4]dioxepine-6-carboxylic acid methyl ester (120 mg) was dissolved in a mixture of THF/water and 0.3 mL of 1N KOH. The reaction was stirred at room temperature overnight, made acidic with 1N HCl and then extracted with EtOAc. The organic extract was washed with water, brine and dried with MgSO4. This afforded 35 mg of product. MS POS: M+ 387/389.

Workup

  1. extractionextracted with EtOAc
  2. extractionThe organic extract
  3. washwas washed with water, brine
  4. dry with materialdried with MgSO4

Sources & evidence

ORD record
ord-6aea1e611b5b48ab9da59194e8831fbe
Source dataset
uspto-grants-2004_11
Patent number
US06821977B2

Reaction notes

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