N-bromobutanimide → HCID 57699811, compound

HRID 1011045Notes

Reaction equation

HRID 1011045 reaction equation
[CH:1]1([CH2:4][CH2:5][NH:6][C:7]2[N:15]=[C:14]3[C:10]([N:11]=[CH:12][N:13]3[CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][O:17]3)=[C:9]([NH2:22])[N:8]=2)[CH2:3][CH2:2]1.[Br:23]N1C(=O)CCC1=O>C(Cl)(Cl)Cl.ClCCl>[Br:23][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][CH2:5][CH2:4][CH:1]1[CH2:2][CH2:3]1)[N:15]=2

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 57699835HCID 57699835, compound

Product 1

HCID 57699811HCID 57699811, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of N2-(2-cyclopropylethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purine-2,6-diamine (4.17 g) in chloroform (46.0 ml) at 0° C., was added N-bromosuccinimide (2.58 g) to give a dark green suspension. The reaction mixture was stirred at room temperature for 1 h. The reaction mixture was taken up in dichloromethane (100 ml) and washed with water (1×100 ml). The organic layer was separated, dried by passing through a hydrophobic frit and concentrated in vacuo to give a green gum (5.50 g, 80% pure).

Workup

  1. customto give a dark green suspension
  2. washwashed with water (1×100 ml)
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated in vacuo
  6. customto give a green gum (5.50 g, 80% pure)

Sources & evidence

ORD record
ord-ac64aa5a580c4fd18a61f9dbf0651bae
Source dataset
uspto-grants-2011_07
Patent number
US07977344B2

Reaction notes

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