HCID 13225522, compound → HCID 13225523, compound

HRID 1979586Notes

Reaction equation

HRID 1979586 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][C:6]1[N:7]=[CH:8][C:9]2[CH2:10][N:11]=[C:12]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[F:28])[C:13]3[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:14]=3[C:15]=2[N:16]=1)C>C(O)C.[OH-].[Na+]>[Cl:21][C:19]1[CH:18]=[CH:17][C:14]2[C:15]3[N:16]=[C:6]([CH2:5][C:4]([OH:29])=[O:3])[N:7]=[CH:8][C:9]=3[CH2:10][N:11]=[C:12]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[F:28])[C:13]=2[CH:20]=1

Participants

4

Reactant 1

HCID 13225522HCID 13225522, compound

Product 1

HCID 13225523HCID 13225523, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 4.0 g (9.76 mmol) of 9-chloro-7-(2-fluorophenyl)-5H-pyrimido[5,4-d][2]benzazepine-2-acetic acid ethyl ester in 30 ml of ethanol and 25 ml of 1N sodium hydroxide was heated on the steam bath for 3 hr. The mixture was partitioned between 75 ml of water and 75 ml of ether. The basic layer was acidified with acetic acid and extracted with dichloromethane (2×100 ml), which was dried and evaporated. The resulting oil was crystallized from methanol and recrystallized from dichloromethane/ether/petroleum ether to give off-white prisms, mp 138°-140° C.

Workup

  1. customThe mixture was partitioned between 75 ml of water and 75 ml of ether
  2. extractionextracted with dichloromethane (2×100 ml), which
  3. customwas dried
  4. customevaporated
  5. customThe resulting oil was crystallized from methanol
  6. customrecrystallized from dichloromethane/ether/petroleum ether
  7. customto give off-white prisms, mp 138°-140° C.

Sources & evidence

ORD record
ord-20477dfbcb0a4fd1b4fe812ff9c89620
Source dataset
uspto-grants-1984_11
Patent number
US04481142

Reaction notes

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