N-bromobutanimide → HCID 67208872, compound

HRID 1777957Notes

Reaction equation

HRID 1777957 reaction equation
C1C(=O)N([Br:8])C(=O)C1.[CH2:9]([C:11]1[CH:16]=[CH:15][N:14]=[C:13]([NH2:17])[CH:12]=1)[CH3:10]>C(Cl)Cl>[Br:8][C:16]1[C:11]([CH2:9][CH3:10])=[CH:12][C:13]([NH2:17])=[N:14][CH:15]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 1184254-Ethylpyridin-2-amine

Product 1

HCID 67208872HCID 67208872, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

NBS (231 mg, 1.30 mmol) was added to a solution of 4-ethylpyridin-2-amine (144 mg, 1.18 mmol) in DCM (5 ml) at room temperature. After stirring for 5 minutes at room temperature the reaction mixture was partitioned between aqueous Na2S2O3 and DCM, extracted with DCM (2×), the combined organic layers were dried over Na2SO4 and evaporated to give the title compound as a beige solid. (UPLC-MS 6) tR 0.61; ESI-MS 200.9 and 202.9 [M+H]+.

Workup

  1. customwas partitioned between aqueous Na2S2O3 and DCM
  2. extractionextracted with DCM (2×)
  3. dry with materialthe combined organic layers were dried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-073112df184c4a68b3fc897f757841d4
Source dataset
uspto-grants-2016_02
Patent number
US09266883B2

Reaction notes

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