4-[3-(diethylamino)propoxy]Benzenamine → HCID 178419011, compound

HRID 11545Notes

Reaction equation

HRID 11545 reaction equation
O[CH:2]=[C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=3)=[CH:9][CH:10]=2)[NH:5][C:4]1=[O:20].[CH2:21]([N:23]([CH2:35][CH3:36])[CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=1)[CH3:22]>O1CCCC1>[CH2:35]([N:23]([CH2:21][CH3:22])[CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:29]=[CH:30][C:31]([NH:34][CH:2]=[C:3]2[C:11]3[C:6](=[CH:7][C:8]([C:12]4[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[CH:13]=4)=[CH:9][CH:10]=3)[NH:5][C:4]2=[O:20])=[CH:32][CH:33]=1)[CH3:36]

Participants

4

Reactant 2

HCID 198634024-[3-(diethylamino)propoxy]BenzenamineHCID 178418992HCID 178418992, compound

Product 1

HCID 178419011HCID 178419011, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The named compound is prepared by refluxing 0.020 gms E & Z 3-Hydroxymethylene-6-(3-methoxy-phenyl)-1,3-dihydro-indol-2-one (see example 268) with 0.0327 gms 4-(3-diethylamino-propoxy)-phenylamine (used in the preparation of Example 214) in tetrahydrofuran (0.33 mL) for 36 h. Following cooling to room temperature, solvent evaporation in vacuo, trituration with ethyl acetate/(min) hexanes and filtration the reaction yields the named compound as a solid in the amount of 9.0 mg.

Workup

  1. customThe named compound is prepared
  2. customsolvent evaporation in vacuo, trituration
  3. filtrationwith ethyl acetate/(min) hexanes and filtration the reaction

Sources & evidence

ORD record
ord-2148a18e37e141fc89ef9749d3d20235
Source dataset
uspto-grants-2006_08
Patent number
US07098236B2

Reaction notes

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