N-bromobutanimide → HCID 57699639, compound

HRID 1010952Notes

Reaction equation

HRID 1010952 reaction equation
[CH2:1]([NH:6][C:7]1[N:15]=[C:14]2[C:10]([N:11]=[CH:12][N:13]2[CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)=[C:9]([NH2:22])[N:8]=1)[CH2:2][CH2:3][CH2:4][CH3:5].C1C(=O)N([Br:30])C(=O)C1>C(Cl)(Cl)Cl.C(Cl)Cl>[Br:30][C:12]1[N:13]([CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)[C:14]2[C:10]([N:11]=1)=[C:9]([NH2:22])[N:8]=[C:7]([NH:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[N:15]=2

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 57699576HCID 57699576, compound

Product 1

HCID 57699639HCID 57699639, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of N2-pentyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2,6-diamine (543 mg) in dry chloroform (4.6 mL) was cooled to 0° C. and NBS (334 mg) was added. The mixture was stirred at room temperature for 10 mins. The reaction was taken up in DCM (30 mL) and was washed with water (30 mL). The organics were separated, dried using a hydrophobic frit and concentrated in vacuo to give the title compound as a viscous brown residue (627 mg) which was used crude in the next step.

Workup

  1. washwas washed with water (30 mL)
  2. customThe organics were separated
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7f8110941da5443ca19b56335c57db0f
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

Loading…