Hydrochloric Acid → HCID 20542069, compound

HRID 2286172Notes

Reaction equation

HRID 2286172 reaction equation
[CH2:1]([N:3]1[C:9]2[CH:10]=[CH:11][C:12]([CH:14]([OH:16])[CH3:15])=[CH:13][C:8]=2[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])=[N:6][CH2:5][C:4]1=[O:24])[CH3:2].CN(C)C1C=CC=CC=1.[CH3:34][O:35][CH2:36]Cl.Cl>>[CH2:1]([N:3]1[C:9]2[CH:10]=[CH:11][C:12]([CH:14]([O:16][CH2:34][O:35][CH3:36])[CH3:15])=[CH:13][C:8]=2[C:7]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[F:23])=[N:6][CH2:5][C:4]1=[O:24])[CH3:2]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 7864Chloromethyl Methyl EtherHCID 20542093HCID 20542093, compound

Product 1

HCID 20542069HCID 20542069, compound

Procedure

A mixture of 3 g (9.2 mmol) of 1-ethyl-5-(o-fluorophenyl)-1,3-dihydro-7-(1-hydroxyethyl)-2H-1,4-benzodiazepin-2-one, 4.7 ml of dimethylaniline and 1.4 ml of chlorodimethyl ether is left to stand under argon at 50° for 1 hour and at room temperature for 4 days. The mixture is made acid at 0° C. with 1 N hydrochloric acid, extracted with chloroform/ethanol (9:1) and the organic phase is washed with water. After drying and evaporating, the residue is chromatographed on 100 g of silica gel using chloroform as the elution agent. There is obtained 1-ethyl-5-(o-fluorophenyl)-1,3-dihydro-7-[1-(methoxymethoxy)ethyl]-2H-1,4-benzodiazepin-2-one as an oil.

Workup

  1. waitis left
  2. customat 0° C.
  3. extractionextracted with chloroform/ethanol (9:1)
  4. washthe organic phase is washed with water
  5. customAfter drying
  6. customevaporating
  7. customthe residue is chromatographed on 100 g of silica gel

Sources & evidence

ORD record
ord-52c96cf3fc864fd3900f19cf799547ef
Source dataset
uspto-grants-1982_04
Patent number
US04327026

Reaction notes

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