5-Bromo-2-nitropyridine → HCID 86683703, compound

HRID 592602Notes

Reaction equation

HRID 592602 reaction equation
[N+:1]([C:4]1[N:9]=[CH:8][C:7](N2CCN(C(OC(C)(C)C)=O)CC2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:23]([O:27][C:28]([N:30]1[CH2:35][C@H:34]([CH3:36])[NH:33][CH2:32][C@H:31]1[CH3:37])=[O:29])([CH3:26])([CH3:25])[CH3:24].BrC1C=CC([N+]([O-])=O)=NC=1>>[CH3:37][C@@H:31]1[CH2:32][N:33]([C:7]2[CH:8]=[N:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C@@H:34]([CH3:36])[CH2:35][N:30]1[C:28]([O:27][C:23]([CH3:26])([CH3:24])[CH3:25])=[O:29]

Participants

4

Reactant 3

HCID 8176205-Bromo-2-nitropyridineHCID 11243758Tert-butyl 4-(6-nitropyridin-3-yl)piperazine-1-carboxylateHCID 24903576tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate

Product 1

HCID 86683703HCID 86683703, compoundYield 75%

Procedure

Following the procedures as described for compound 101g, (2R,5S)-tert-butyl-2,5-dimethylpiperazine-1-carboxylate (1.5 g, 6.0 mmol), and 5-bromo-2-nitropyridine (1212 mg, 6.0 mmol) were reacted to give 122a as a yellow solid (1500 mg, 75%). LCMS: [M+H]+ 337

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-45ad26e2e8af471a8e6822f9207d7739
Source dataset
uspto-grants-2016_01
Patent number
US09238655B2

Reaction notes

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