Hydrochloric Acid → HCID 18705819, compound

HRID 2287867Notes

Reaction equation

HRID 2287867 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-:19])=O)=[C:10]([C:14]([O-:16])=O)[CH:11]=2)[CH2:6]1)[CH2:2][CH3:3].[NH2:23][CH2:24][C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=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:19])[N:23]([CH2:24][C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=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 310183-PyridinemethanamineHCID 18705881HCID 18705881, compound

Product 1

HCID 18705819HCID 18705819, 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 3-aminomethylpyridine (0.14 mL, 1.4 mmol). Purification using silica gel, eluting with 19:1 CH2Cl2 /MeOH sat'd with NH3, afforded an oil that was converted to an HCl salt and recrystallized from hot MeOH/EtOAc to give 116 as a white solid (m.p. 141-146° C.).

Workup

  1. customPurification
  2. washeluting with 19:1 CH2Cl2 /MeOH
  3. customafforded an oil that
  4. customrecrystallized from hot MeOH/EtOAc

Sources & evidence

ORD record
ord-1e5ae1bb79194ec7911ab24173b3124f
Source dataset
uspto-grants-2000_07
Patent number
US06084130

Reaction notes

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