Homoveratrylamine → HCID 16039048, compound

HRID 639252Notes

Reaction equation

HRID 639252 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[N:14]2[C:8]([CH2:9][N:10]([C:19]([C:21]3[CH:26]=[CH:25][C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[CH3:33])=[C:23]([O:34][CH3:35])[CH:22]=3)=[O:20])[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[CH3:38][O:39][C:40]1[CH:41]=[C:42]([CH2:48][CH2:49][NH2:50])[CH:43]=[CH:44][C:45]=1[O:46][CH3:47]>>[CH3:38][O:39][C:40]1[CH:41]=[C:42]([CH2:48][CH2:49][NH:50][C:3]([C:5]2[N:14]3[C:8]([CH2:9][N:10]([C:19]([C:21]4[CH:26]=[CH:25][C:24]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=5[CH3:33])=[C:23]([O:34][CH3:35])[CH:22]=4)=[O:20])[C:11]4[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=4[CH2:13]3)=[CH:7][CH:6]=2)=[O:4])[CH:43]=[CH:44][C:45]=1[O:46][CH3:47]

Participants

3

Reactant 2

HCID 8421HomoveratrylamineHCID 160388252,2,2-Trichloro-1-{10-[(2-methoxy-2'-methyl-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone

Product 1

HCID 16039048HCID 16039048, compound

Procedure

The title compound was prepared in the manner of Example 36 from 2,2,2-trichloro-1-{10-[(2-methoxy-2′-methyl-1,1′-biphenyl4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone of Example 35 and 2-(3,4-dimethoxyphenyl)-ethylamine. Purification was performed using HPLC with a normal phase column. Elution with a mixture of etoxynonafluorobutane and methanol gave the title compound in 97% yield, m.p. 150-154° C. MS [(+)ESI,m/z]: 616.26 [M+H]+

Workup

  1. customPurification
  2. washElution
  3. additionwith a mixture of etoxynonafluorobutane and methanol

Sources & evidence

ORD record
ord-7ad735e17aad466a857c5c589e788a8b
Source dataset
uspto-grants-2010_04
Patent number
US07691848B2

Reaction notes

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