Alimix → 2-Methoxybenzamide

HRID 1088408Notes

Reaction equation

HRID 1088408 reaction equation
O.N[C:3]1[C:30](Cl)=[CH:29][C:6]([C:7]([NH:9][C@H]2CCN(CCCOC3C=CC(F)=CC=3)C[C@H]2OC)=[O:8])=[C:5]([O:32][CH3:33])[CH:4]=1>CO>[CH3:33][O:32][C:5]1[CH:4]=[CH:3][CH:30]=[CH:29][C:6]=1[C:7]([NH2:9])=[O:8]

Participants

3

Reactant 1

HCID 13677778Alimix

Product 1

HCID 755402-Methoxybenzamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

40 Parts of cis-4-amino-5-chloro-N-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxybenzamide monohydrate were boiled in 160 parts of methanol. The product was filtered off while hot and crystallized twice from a mixture of 600 parts of tetrachloromethane and 400 parts of trichloromethane. The product was filtered off, dried and recrystallized from 4-methyl-2-pentanone. The product was filtered off and dried (water-separator) yielding 18.5 parts of cis-4-amino-5-chloro-N-[2-chloro-4-[1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]aminocarbonyl]-5-methoxyphenyl]-2--methoxybenzamide; mp. 181.5° C. (compound 239).

Workup

  1. filtrationThe product was filtered off while hot and
  2. customcrystallized twice from a mixture of 600 parts of tetrachloromethane and 400 parts of trichloromethane
  3. filtrationThe product was filtered off
  4. customdried
  5. customrecrystallized from 4-methyl-2-pentanone
  6. filtrationThe product was filtered off
  7. dry with materialdried (water-separator)

Sources & evidence

ORD record
ord-3f0825d2037d4627a600496710d5d9ae
Source dataset
uspto-grants-1990_10
Patent number
US04962115

Reaction notes

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