N-bromobutanimide → HCID 58173313, compound

HRID 2047158Notes

Reaction equation

HRID 2047158 reaction equation
[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:6]2[N:5]=[C:4]([N:21]2[CH2:25][CH2:24][CH:23]([C:26]([OH:28])=[O:27])[CH2:22]2)[CH:3]=1.C1C(=O)N([Br:36])C(=O)C1>CC#N.CO>[NH2:1][C:2]1[N:7]2[N:8]=[CH:9][C:10]([C:11]3[CH:12]=[N:13][C:14]4[C:19]([CH:20]=3)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[C:6]2[N:5]=[C:4]([N:21]2[CH2:25][CH2:24][CH:23]([C:26]([OH:28])=[O:27])[CH2:22]2)[C:3]=1[Br:36]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 46945537HCID 46945537, compound

Product 1

HCID 58173313HCID 58173313, compound

Reagents, catalysts & solvents 1

HCID 21959252Acetonitrile methanolSolvent

Procedure

To a solution of 1-(7-amino-3-(quinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)pyrrolidine-3-carboxylic acid (17 mg, 0.033 mmol) in a 2:1 mixture of CH3CN/MeOH (1.0 mL) was added NBS (6.2 mg, 0.033 mmol). The mixture was stirred at it for 1 h then concentrated in vacuo. The residue was purified by prep-LC to afford the title compound. LC/MS RT=3.27 min. Mass calculated for, M+H 453.07, observed 453.07

Workup

  1. concentrationthen concentrated in vacuo
  2. customThe residue was purified by prep-LC

Sources & evidence

ORD record
ord-c27abcce07a945c3a5a4ed686fc660a8
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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