Methyl iodide → HCID 10111768, compound

HRID 1297122Notes

Reaction equation

HRID 1297122 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[NH:12][C:11](=[O:23])[CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.CI.[CH2:26](I)[CH3:27]>>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:14]3[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:13]=3[N:12]([CH2:26][CH3:27])[C:11](=[O:23])[CH2:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 6340IodoethaneHCID 10177453HCID 10177453, compound

Product 1

HCID 10111768HCID 10111768, compoundYield 17%

Procedure

By replacing 5-(4-bromophenyl)-7,8-dimethoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIaf) in example IIba by 5-(3-bromophenyl)-7,8-dimethoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one (XXIIak), and MeI by ethyl iodide, and proceeding in the same manner, the abovenamed product is obtained. Yield: 17%. M: 122–126° C. 1H-NMR (CDCl3, 300 MHz): d 1.14 (s, 3H, CH3), 3.79–3.85 (m, 4H, 1H CH2+OCH3), 3.99 (AB system, ? d=0.62, JAB=13.9, 2H, —NCH2), 4.04 (s, 3H, OCH3), 4.78 (m, 1H, CH2), 6.65 (s, 1H Ar), 6.86 (s, 1H Ar), 7.26–7.31 (m, 2H Ar), 7.52–7.62 (m, 2H Ar), 7.86 (s, 1H Ar).

Workup

  1. customthe abovenamed product is obtained
  2. custom122–126° C

Sources & evidence

ORD record
ord-5b29ab09d4eb4253b2743e1e035e2dba
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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