Hydrochloric Acid → HCID 18705859, compound

HRID 2287872Notes

Reaction equation

HRID 2287872 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-:16])=O)[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[NH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[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:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:14](=[O:16])[C:10]=3[CH:11]=[C:12]2[CH2:13]1)[CH2:21][CH3:22]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6115AnilineHCID 18705881HCID 18705881, compound

Product 1

HCID 18705859HCID 18705859, 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 aniline (0.11 g, 1.2 mmol). Purification on silica gel, eluting with 2:1 hexane/acetone, afforded a solid that was converted to an HCl salt and recrystallized from EtOAc/2-propanol to give 121 as a white solid (m.p. 241-242° C.).

Workup

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

Sources & evidence

ORD record
ord-aff2f1f7fdc242b5b421ee7d9d740c97
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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