4-Nitrophenethyl bromide → HCID 68071832, compound

HRID 1519591Notes

Reaction equation

Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[Cl-].[C:14]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[CH2:21][CH:20]([N:25]1[CH2:30][CH2:29][NH2+:28][CH2:27][CH2:26]1)[CH2:19]2)#[N:15].C(N(C(C)C)C(C)C)C>C(#N)C>[N+:10]([C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][N:28]2[CH2:27][CH2:26][N:25]([CH:20]3[CH2:19][C:18]4[C:22](=[CH:23][CH:24]=[C:16]([C:14]#[N:15])[CH:17]=4)[CH2:21]3)[CH2:30][CH2:29]2)=[CH:5][CH:6]=1)([O-:12])=[O:11]

Participants

Conditions

Temperature: 60 °C

Procedure

To a 12 mL reaction vial was added 1-(2-bromoethyl)-4-nitrobenzene (42 mg, 0.18 mmol), 4-(5-cyano-2,3-dihydro-1H-inden-2-yl)piperazin-1-ium chloride (33 mg, 0.12 mmol) and acetonitrile (2 mL). To a stirred solution of above mixture was added N-ethyl-N-(propan-2-yl)propan-2-amine (32 mg, 0.24 mmol). The reaction was stirred at 60° C. for 5 hr, then concentrated and purified by preparative TLC to give the desired product. LC-MS (IE, m/z): 377 [M+1]+. (0.73 μm)

Workup

customTo a 12 mL reaction
concentrationconcentrated
custompurified by preparative TLC

Sources & evidence

ORD record: ord-6e42d75802834524840eb3b4e9f281d5
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09073882B2

Reaction notes

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