Water → HCID 21883959, compound

HRID 722260Notes

Reaction equation

HRID 722260 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][CH:14]1[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]1[NH:23][C:24](=[O:27])[CH2:25]I)=[O:12])=[CH:5]2.C(=O)([O-])[O-:29].[Na+].[Na+].O>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([C:11]([NH:13][CH:14]1[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]1[NH:23][C:24](=[O:27])[CH2:25][OH:29])=[O:12])=[CH:5]2

Participants

5

Reactant 3

HCID 962Water2×HCID 10340Sodium CarbonateHCID 21883979HCID 21883979, compound

Product 1

HCID 21883959HCID 21883959, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Chloro-N-{1-[(iodoacetyl)amino]-2,3-dihydro-1H-inden-2-yl}-1H-indole-2-carboxamide (Method 7a; 60 mg, 0.12 mmol) and sodium carbonate (100 mg) were dissolved in 1:1 dioxane:water (5 mL) and heated to reflux for 20 hours. The reaction was cooled, water (10 mL) added, filtered and the filter cake washed with water (3×1 mL) and dried to give the title compound (40 mg, 85%) as a white powder.

Workup

  1. temperatureto reflux for 20 hours
  2. temperatureThe reaction was cooled
  3. filtrationfiltered
  4. washthe filter cake washed with water (3×1 mL)
  5. customdried

Sources & evidence

ORD record
ord-20739e7b3170467b8b9e03123cc3cdee
Source dataset
uspto-grants-2006_11
Patent number
US07138415B2

Reaction notes

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