Succinic anhydride → HCID 178525524, compound

HRID 715642Notes

Reaction equation

HRID 715642 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[N:11]([CH:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)[C:12]2[C:17]([N:18]=1)=[CH:16][N:15]=[C:14]([NH:19][C@H:20]1[CH2:25][CH2:24][C@H:23]([OH:26])[CH2:22][CH2:21]1)[N:13]=2.[C:32]1(=[O:38])[O:37][C:35](=[O:36])[CH2:34][CH2:33]1>N1C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10]1[N:11]([CH:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)[C:12]2[C:17]([N:18]=1)=[CH:16][N:15]=[C:14]([NH:19][C@H:20]1[CH2:21][CH2:22][C@H:23]([O:26][C:32]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])=[O:38])[CH2:24][CH2:25]1)[N:13]=2

Participants

4

Reactant 2

HCID 7922Succinic anhydrideHCID 178521598HCID 178521598, compound

Product 1

HCID 178525524HCID 178525524, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

trans-4-(8-(2,6-Difluorophenylamino)-9-cyclopentyl-9H-purin-2-ylamino)cyclohexanol (1 mmol, 1 eq.) and succinic anhydride (10 mmol, 10 eq.) were mixed in 25 mL pyridine and stirred at room temperature for 3 days. The mixture was heated at 50° C. for about 10 hours and the solvent was subsequently evaporated. The residue was recrystallized from acetone/MeOH to give the desired product.

Workup

  1. temperatureThe mixture was heated at 50° C. for about 10 hours
  2. customthe solvent was subsequently evaporated
  3. customThe residue was recrystallized from acetone/MeOH

Sources & evidence

ORD record
ord-4dae2fabc08c44db8befdd70532c20a8
Source dataset
uspto-grants-2015_11
Patent number
US09187479B2

Reaction notes

Loading…