HCID 9858430, compound → HCID 10290924, compound

HRID 1297116Notes

Reaction equation

HRID 1297116 reaction equation
Br[C:2]1C=CC(C2C3C=C(OC)C(OC)=CC=3NC(=O)CN=2)=CC=1.[CH2:24]([O:26][C:27]1[C:28]([O:45][CH2:46][CH3:47])=[CH:29][C:30]2[NH:36][C:35](=[O:37])[CH2:34][N:33]=[C:32]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:31]=2[CH:44]=1)[CH3:25]>>[CH2:24]([O:26][C:27]1[C:28]([O:45][CH2:46][CH3:47])=[CH:29][C:30]2[N:36]([CH3:2])[C:35](=[O:37])[CH2:34][N:33]=[C:32]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:31]=2[CH:44]=1)[CH3:25]

Participants

3

Reactant 2

HCID 9858430HCID 9858430, compoundHCID 69461446HCID 69461446, compound

Product 1

HCID 10290924HCID 10290924, compoundYield 28%

Procedure

By replacing 5-(4-bromophenyl)-7,8-dimethoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaf) in example IIba by 7,8-diethoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIag) and proceeding in the same manner, the abovenamed product is obtained. Yield: 28%. M: 116–118° C. 1H-NMR (CDCl3, 200 MHz): d 1.40 (t, 3H, CH3), 1.56 (t, 3H, CH3), 3.42 (s, 3H, NCH3), 3.97 (q, 2H, OCH2), 4.21 (q, 2H, OCH2), 4.33 (AB system, ? d=0.98 JAB=10.5, 2H, CH2), 6.74 (s, 1H Ar), 6.81 (s, 1H Ar), 7.42–7.70 (m, 5H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom116–118° C

Sources & evidence

ORD record
ord-24fa98b51abd40b5bb1a50a55b0ed9f7
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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