HCID 9801579, compound → HCID 10295810, compound

HRID 1297087Notes

Reaction equation

HRID 1297087 reaction equation
S1C(C2C3C=C(OCC)C(OCC)=CC=3CC(=O)NN=2)=CC2C=CC=C[C:2]1=2.[S:28]1[C:32]([C:33]2[C:39]3[CH:40]=[C:41]([O:47][CH2:48][CH3:49])[C:42]([O:44][CH2:45][CH3:46])=[CH:43][C:38]=3[CH:37]([CH2:50][CH3:51])[C:36](=[O:52])[NH:35][N:34]=2)=[CH:31][C:30]2[CH:53]=[CH:54][CH:55]=[CH:56][C:29]1=2>>[S:28]1[C:32]([C:33]2[C:39]3[CH:40]=[C:41]([O:47][CH2:48][CH3:49])[C:42]([O:44][CH2:45][CH3:46])=[CH:43][C:38]=3[CH:37]([CH2:50][CH3:51])[C:36](=[O:52])[N:35]([CH3:2])[N:34]=2)=[CH:31][C:30]2[CH:53]=[CH:54][CH:55]=[CH:56][C:29]1=2

Participants

3

Reactant 2

HCID 9801579HCID 9801579, compoundHCID 10271143HCID 10271143, compound

Product 1

HCID 10295810HCID 10295810, compoundYield 70%

Procedure

By replacing 1-(2-benzo[b]thienyl)-7,8-diethoxy-3,5-dihydro-4H-2,3-benzodiazepin-4-one VIab in example IIIba by 1-(benzo[b]thienyl)-7,8-diethoxy-5-ethyl-3,5-dihydro-4H-2,3-benzodiazepin-4-one VIad and proceeding in the same manner, the abovenamed product is obtained. Yield: 70%. M: 79–81° C. 1H-NMR (200 MHz, CDCl3): d 1.07 (t, J=7.2, 3H, CH3), 1.42 (t, J=7.0, 3H, CH3), 1.52 (t, J=7.0, 3H, CH3), 1.92–2.47 (m, 2H, 5-CH2CH3), 2.96–3.04 (m, 1H, 5-H), 3.45 (s, 3H, 3-CH3), 3.99–4.25 (m, 4H, 3×OCH2CH3), 6.83 (s, 1H Ar), 7.13 (s, 1H Ar), 7.35–7.44 (m, 3H Ar), 7.72–7.90 (m, 2H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom79–81° C

Sources & evidence

ORD record
ord-be9363b5deb94003aa2cc32d78051939
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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