Hydrochloric Acid → HCID 18705897, compound

HRID 2287874Notes

Reaction equation

HRID 2287874 reaction equation
[CH2:1]([N:4]([CH2:20][CH2:21][CH3:22])[CH:5]1[CH2:13][C:12]2[C:7](=[CH:8][C:9]([C:17]([O-])=[O:18])=[C:10]([C:14]([O-])=[O:15])[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[NH2:23][C:24]1[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=1.Cl>>[CH2:20]([N:4]([CH2:1][CH2:2][CH3:3])[CH:5]1[CH2:6][C:7]2=[CH:8][C:9]3[C:17](=[O:18])[N:23]([C:24]4[CH:31]=[CH:30][C:27]([C:28]#[N:29])=[CH:26][CH:25]=4)[C:14](=[O:15])[C:10]=3[CH:11]=[C:12]2[CH2:13]1)[CH2:21][CH3:22]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 133964-AminobenzonitrileHCID 18705881HCID 18705881, compound

Product 1

HCID 18705897HCID 18705897, compound

Procedure

Using procedure 49, 2-(dipropylamino)-2,3-dihydro-1H-indene-5,6-dicarboxylate (92, 0.3 g, 1.0 mmol) was treated with 4-aminobenzonitrile (0.47 g, 4.0 mmol). Purification on silica gel, eluting with 3:1 hexane/acetone, afforded a solid that was converted to an HCl salt and recrystallized from EtOAc/ethanol to give 123 as a white solid (m.p. 250-251° C.).

Workup

  1. customPurification on silica gel
  2. washeluting with 3:1 hexane/acetone
  3. customafforded a solid
  4. customrecrystallized from EtOAc/ethanol

Sources & evidence

ORD record
ord-d27233a1777f4a6d9c5f12fd41a3c749
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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