Methyl iodide → HCID 69462376, compound

HRID 1297133Notes

Reaction equation

HRID 1297133 reaction equation
[CH2:1]([CH:8]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]2[CH:21]=[C:22]([O:28][CH2:29][CH3:30])[C:23]([O:25][CH2:26][CH3:27])=[CH:24][C:11]=2[NH:10][C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CI.[CH2:34](I)[CH3:35]>>[CH2:1]([CH:8]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]2[CH:21]=[C:22]([O:28][CH2:29][CH3:30])[C:23]([O:25][CH2:26][CH3:27])=[CH:24][C:11]=2[N:10]([CH2:34][CH3:35])[C:9]1=[O:31])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 6340IodoethaneHCID 69463404HCID 69463404, compound

Product 1

HCID 69462376HCID 69462376, compoundYield 36%

Procedure

By replacing 5-(4-bromophenyl)-7,8-dimethoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaf) in example IIba by 3-benzyl-7,8-diethoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaj), and MeI by ethyl iodide, and proceeding in the same manner, the abovenamed product is obtained. Yield: 36%. M: 128–130° C. 1H-NMR (CDCl3, 200 MHz): d 1.10 (t, 3H, CH3), 1.40 (t, 3H, CH3), 1.55 (t, 3H, CH3), 3.66 (m, 3H, CH2Ph+CH), 3.94 (q, 2H, —OCH2), 4.15 (AB system, ? d=0.52, JAB=13.2, 2H, —NCH2), 4.19 (q, 2H, —OCH2), 6.67 (s, 1H Ar), 6.85 (s, 1H Ar), 7.33–7.63 (m, 10H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom128–130° C

Sources & evidence

ORD record
ord-383a26b455c04166ad8163284c3a3de0
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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