Methyl iodide → HCID 69461240, compound

HRID 1297115Notes

Reaction equation

HRID 1297115 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:21][CH3:22])=[CH:5][C:6]2[NH:12][C:11](=[O:13])[CH2:10][N:9]=[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:7]=2[CH:20]=1.CI.[CH2:25](I)[CH3:26]>>[CH2:25]([N:12]1[C:6]2[CH:5]=[C:4]([O:21][CH3:22])[C:3]([O:2][CH3:1])=[CH:20][C:7]=2[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:9][CH2:10][C:11]1=[O:13])[CH3:26]

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 6340IodoethaneHCID 9965973HCID 9965973, compound

Product 1

HCID 69461240HCID 69461240, compoundYield 62%

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-dimethoxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaa), and MeI by ethyl iodide, and proceeding in the same manner, the abovenamed product is obtained. Yield: 62%. M: 86–88° C. 1H-NMR (CDCl3, 200 MHz): d 1.15 (t, 3H, CH3), 3.80 (s, 3H, OCH3), 4.01 (s, 3H, OCH3), 4.03 (AB system, ? d=0.61, JAB=13.9, 2H, —NCH2), 4.30 (AB system, ? d=1.00, JAB=9.98, 2H, CH2), 6.71 (s, 1H Ar), 6.88 (s, 1H Ar), 7.40–7.69 (m, 5H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom86–88° C

Sources & evidence

ORD record
ord-dad8ab86c423409ca9306b97d3ca62ec
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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