HCID 86633913, compound → HCID 67263457, compound

HRID 1041051Notes

Reaction equation

HRID 1041051 reaction equation
[CH2:1]([N:3]1[C:9]2[CH:10]=[C:11]([N+:16]([O-:18])=[O:17])[C:12]([O:14][CH3:15])=[CH:13][C:8]=2[CH2:7][N:6](C(=O)C(F)(F)F)[CH2:5][C:4]1=[O:25])[CH3:2]>N.CO>[CH2:1]([N:3]1[C:9]2[CH:10]=[C:11]([N+:16]([O-:18])=[O:17])[C:12]([O:14][CH3:15])=[CH:13][C:8]=2[CH2:7][NH:6][CH2:5][C:4]1=[O:25])[CH3:2]

Participants

3

Reactant 1

HCID 86633913HCID 86633913, compound

Product 1

HCID 67263457HCID 67263457, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 21705897Ammonia methanolSolvent

Procedure

A mixture of 1-Ethyl-7-methoxy-8-nitro-4-(2,2,2-trifluoro-acetyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (0.59 g, 0.0016 mol) and 10% ammonia/methanol (30 mL) was stirred at room temperature for 2 hrs. The reaction was evaporated to give 1-Ethyl-7-methoxy-8-nitro-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one as a tan solid (0.43 g, 97%). Mp 132-134° C.; LCMS (m/e) 266 (M+1); 1H-NMR (DMSO, 400 Mz) δ 8.76 (br, 0.5H), 8.48 (br, 0.5H), 7.93 (s, 1H), 7.42 (s, 1H), 3.94 (s, 3H), 3.94-80 (q, 2H, J=6.82 Hz), 3.78 (s, 2H), 3.05 (s, 2H), 1.04-00 (t, 3H, J=7.07 Hz).

Workup

  1. customThe reaction was evaporated

Sources & evidence

ORD record
ord-7fedb34ff81447708541f4f174d0e606
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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