N-bromobutanimide → HCID 66738527, compound

HRID 2047225Notes

Reaction equation

HRID 2047225 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([C:12]1[CH:13]=[N:14][N:15]3[C:20]([NH2:21])=[CH:19][C:18]([CH:22]([NH:24][CH:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)[CH3:23])=[N:17][C:16]=13)=[CH:5]2.C1C(=O)N([Br:38])C(=O)C1>CN(C=O)C>[Br:38][C:19]1[C:18]([CH:22]([NH:24][CH:25]2[CH2:26][CH2:27][O:28][CH2:29][CH2:30]2)[CH3:23])=[N:17][C:16]2[N:15]([N:14]=[CH:13][C:12]=2[C:6]2[CH:7]=[N:8][C:9]3[C:4]([CH:5]=2)=[CH:3][C:2]([F:1])=[CH:11][CH:10]=3)[C:20]=1[NH2:21]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66584734HCID 66584734, compound

Product 1

HCID 66738527HCID 66738527, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-(6-fluoroquinolin-3-yl)-5-(1-(tetrahydro-2H-pyran-4-ylamino)ethyl)pyrazolo[1,5-a]pyrimidin-7-amine (Crude, ˜0.13 mmol) in DMF (2 ml) at room temperature was added NBS (25 mg, 0.14 mmol) and stirring continued for 10 minutes. LC/MS showed no starting material (M.W=406) remaining. This crude compound was submitted to the analytical group for purification to afford the desired 6-bromo-3-(6-fluoroquinolin-3-yl)-5-(1-(tetrahydro-2H-pyran-4-ylamino)ethyl)pyrazolo[1,5-a]pyrimidin-7-amine.

Workup

  1. customThis crude compound was submitted to the analytical group for purification

Sources & evidence

ORD record
ord-0f4c146251e64f6b923556eeaaddbc42
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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