HCID 69460802, compound → HCID 69462486, compound

HRID 1297130Notes

Reaction equation

HRID 1297130 reaction equation
C[O:2][C:3]1C(OC)=CC2N(CC)C(=O)C(CC3C=CC=CC=3N)N=C(C3C=CC=CC=3)C=2[CH:30]=1.[CH3:33][O:34][C:35]1[C:36]([O:64][CH3:65])=[CH:37][C:38]2[N:44](CC)[C:43](=[O:47])[CH:42]([CH2:48][C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=3[CH2:55][NH2:56])[N:41]=[C:40]([C:57]3[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=3)[C:39]=2[CH:63]=1>>[CH3:33][O:34][C:35]1[C:36]([O:64][CH3:65])=[CH:37][C:38]2[NH:44][C:43](=[O:47])[CH:42]([C:48]3[CH:51]=[CH:52][CH:53]=[CH:54][C:49]=3[CH2:50][CH2:55][NH:56][C:3](=[O:2])[CH3:30])[N:41]=[C:40]([C:57]3[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=3)[C:39]=2[CH:63]=1

Participants

3

Reactant 2

HCID 69460802HCID 69460802, compoundHCID 69463018HCID 69463018, compound

Product 1

HCID 69462486HCID 69462486, compoundYield 55%

Procedure

By replacing 7,8-dimethoxy-1-ethyl-3-(2-aminobenzyl)-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (IIca) in example IIcf by 7,8-dimethoxy-1-ethyl-3-(2-aminomethylbenzyl)-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (IIcg) and proceeding in the same manner, the abovenamed product is obtained. Yield: 55%. M: 122–124° C. 1H-NMR (CDCl3, 200 MHz): d 1.07–1.14 (m, 3H, CH3), 1.49 (s, 1H, COCH3), 3.41–3.80 (m, 6H, CHCH2+1HNCH2+OCH3), 3.89–3.98 (m, 4H, CHCH2+OCH3), 4.34–4.45 (m, 1HNCH2), 6.60 (s, 1H Ar), 4.55–4.57 (m, 2H, CH2NHAc), 6.52 (s, 6.85 (s, 1H Ar), 7.18–8.45 (m, 9H Ar), 8.45 (m, 1H, NHAc).

Workup

  1. customthe abovenamed product is obtained
  2. custom122–124° C

Sources & evidence

ORD record
ord-da714de75eb247e4a2a54be6f0e24818
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

Loading…