Dimethylformamide → HCID 67264261, compound

HRID 1041057Notes

Reaction equation

HRID 1041057 reaction equation
[CH3:1][O:2][C:3]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:6]2[N:7]([CH3:13])[C:8](=[O:12])[CH2:9][NH:10][CH2:11][C:5]=2[CH:4]=1.[CH2:19](Br)[CH3:20].C(N(CC)C(C)C)(C)C.CN(C)C=O>[I-].[Na+]>[CH2:19]([N:10]1[CH2:11][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][C:6]=2[N:7]([CH3:13])[C:8](=[O:12])[CH2:9]1)[CH3:20]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6332Ethyl BromideHCID 81531DiisopropylethylamineHCID 67263977HCID 67263977, compound

Product 1

HCID 67264261HCID 67264261, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 5238Sodium IodideCatalyst

Procedure

A mixture of 7-Methoxy-1-methyl-8-nitro-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (0.50 g, 0.0020 mol), Ethyl bromide (0.297 mL, 0.00401 mol), Sodium iodide (0.0029 g, 0.000019 mol) and N,N-Diisopropylethylamine (0.87 mL, 0.0050 mol;) in N,N-Dimethylformamide (4 mL, 0.05 mol;) was reacted in an analogous manner to example 743-C to give 4-Ethyl-7-methoxy-1-methyl-8-nitro-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one as a tan solid (0.40 g, 72%). Mp129-131° C.

Workup

  1. customwas reacted in an analogous manner to example 743-C

Sources & evidence

ORD record
ord-c49bab632e0140e99c8f95965573efa0
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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