Water → HCID 66935046, compound

HRID 2373358Notes

Reaction equation

HRID 2373358 reaction equation
COC([CH:5]1[CH:11]([CH3:12])[C:10](=[O:13])[NH:9][C:8]2[CH:14]=[C:15]([Cl:18])[CH:16]=[CH:17][C:7]=2[C:6]1=[O:19])=O.O>CN(C=O)C>[Cl:18][C:15]1[CH:16]=[CH:17][C:7]2[C:6](=[O:19])[CH2:5][CH:11]([CH3:12])[C:10](=[O:13])[NH:9][C:8]=2[CH:14]=1

Participants

4

Reactant 2

HCID 962Water2×HCID 66934879HCID 66934879, compound

Product 1

HCID 66935046HCID 66935046, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
230 °C

Procedure

To a solution of 8-chloro-3-methyl-2,5-dioxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-4-carboxylic acid methyl ester (iii-i) (0.2 g, 0.7 mmol) in DMF (2 mL) was added H2O (0.3 mL) and the reaction mixture heated to 230° C. in a microwave reactor for 5 minutes. H2O (20 mL) was added to the reaction mixture and the resulting precipitate was filtered and washed with H2O. The solid was dried under reduced pressure at 40° C. for 16 h to afford iv-i (0.12 g, 77%) as a white solid: MS m/z═224 (M+H).

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with H2O
  3. customThe solid was dried under reduced pressure at 40° C. for 16 h
  4. customto afford iv-i (0.12 g, 77%) as a white solid

Sources & evidence

ORD record
ord-326a9e2c509e42e8ab87e5311c9bd426
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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