Hydrochloric Acid → HCID 18705813, compound

HRID 2287861Notes

Reaction equation

HRID 2287861 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].[CH3:23][O:24][C:25](=[O:34])[C:26]1[CH:31]=[CH:30][C:29]([CH2:32][NH2:33])=[CH:28][CH:27]=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:33]([CH2:32][C:29]4[CH:30]=[CH:31][C:26]([C:25]([O:24][CH3:23])=[O:34])=[CH:27][CH:28]=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 571728Methyl 4-(aminomethyl)benzoateHCID 18705881HCID 18705881, compound

Product 1

HCID 18705813HCID 18705813, compound

Procedure

Using procedure 49, 2-(dipropylamino)-2,3-dihydro-1H-indene-5,6-dicarboxylate (92, 0.35 g, 1.0 mmol) was treated with 4-(aminomethyl)benzoic acid methyl ester (0.28 g, 1.4 mmol). Purification using silica gel, eluting with 4:1 CH2Cl2 /acetone, afforded an oil that was converted to an HCl salt and recrystallized from hot MeOH/EtOAc to give 110 as a white solid (m.p. 244-246° C.).

Workup

  1. customPurification
  2. washeluting with 4:1 CH2Cl2 /acetone
  3. customafforded an oil that
  4. customrecrystallized from hot MeOH/EtOAc

Sources & evidence

ORD record
ord-7131dfc33b464306988b149029b75d4b
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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