HCID 10225207, compound → HCID 10115306, compound

HRID 1297139Notes

Reaction equation

HRID 1297139 reaction equation
C(N1C2C=C(OC)C([O:14]C)=CC=2C(C2C=CC=CC=2)=NC(CC2C=C(C=CC=2)C#N)C1=O)C.[CH2:34]([O:36][C:37]1[C:64]([O:65][CH3:66])=[CH:63][C:40]2[C:41]([C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=3)=[N:42][CH:43]([CH2:48][C:49]3[CH:50]=[C:51]([CH:54]=[CH:55][CH:56]=3)[C:52]#[N:53])[C:44](=[O:47])[N:45]([CH3:46])[C:39]=2[CH:38]=1)[CH3:35]>>[CH2:34]([O:36][C:37]1[C:64]([O:65][CH3:66])=[CH:63][C:40]2[C:41]([C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=3)=[N:42][CH:43]([CH2:48][C:49]3[CH:50]=[C:51]([CH:54]=[CH:55][CH:56]=3)[C:52]([NH2:53])=[O:14])[C:44](=[O:47])[N:45]([CH3:46])[C:39]=2[CH:38]=1)[CH3:35]

Participants

3

Reactant 2

HCID 10225207HCID 10225207, compoundHCID 69461612HCID 69461612, compound

Product 1

HCID 10115306HCID 10115306, compoundYield 86%

Procedure

By replacing 3-[(1-ethyl-7,8-dimethoxy-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)methyl]benzonitrile (IIcp) in example IIcs by 3-[(8-ethoxy-7-methoxy-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-3-yl)methyl]benzonitrile (IIdf) and proceeding in the same manner, the abovenamed product is obtained. Yield: 86%. M: 199–201° C. 1H-NMR (CDCl3, 300 MHz): d 1.52 (s, 3H, CH3), 3.39 (s, 3H, NCH3), 3.66–3.79 (m, 3H, —CH2Ph+CH+OCH3), 4.17 (q, 2H, CH2), 5.84 (m, 1H exchangeable —NH2), 6.24 (m, 1H exchangeable —NH2), 6.64 (s, 1H Ar), 6.74 (s, 1H Ar), 7.26–7.83 (m, 9H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom199–201° C

Sources & evidence

ORD record
ord-25b0474e0d414afb9d596d0ce98472e1
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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