N-bromobutanimide → HCID 58964306, compound

HRID 1362947Notes

Reaction equation

HRID 1362947 reaction equation
[CH3:1][CH:2]([CH3:27])[CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:9]([C:21]2[N:22]([CH3:26])[N:23]=[CH:24][CH:25]=2)[CH:8]=1)=[O:5].C1C(=O)N([Br:35])C(=O)C1>CN(C=O)C>[Br:35][C:25]1[CH:24]=[N:23][N:22]([CH3:26])[C:21]=1[C:9]1[CH:8]=[C:7]([NH:6][C:4](=[O:5])[CH:3]=[C:2]([CH3:27])[CH3:1])[CH:12]=[CH:11][C:10]=1[O:13][CH2:14][CH2:15][N:16]1[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66928057HCID 66928057, compound

Product 1

HCID 58964306HCID 58964306, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-methyl-N-[3-(2-methyl-2H-pyrazol-3-yl)-4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-butyramide (20 mg, 0.054 mmol) was treated with NBS (10 mg, 0.054 mmol) in DMF (2 mL) at room temperature for 2 hours. The crude was purified by HPLC to provide the title compound as an off-white solid (6 mg, 25%). Exact mass calculated for C21H27BrN4O2 446.1. found 447.2 (MH+).

Workup

  1. customThe crude was purified by HPLC

Sources & evidence

ORD record
ord-2426fcfdb59f42faa6d17be46fae4157
Source dataset
uspto-grants-2011_02
Patent number
US07884101B2

Reaction notes

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