Succinic anhydride → HCID 178491848, compound

HRID 1435336Notes

Reaction equation

HRID 1435336 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([C:10]2[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[C:12]([F:18])[C:11]=2[F:19])=[O:9])=[CH:6][N:5]=[C:4]([NH:20][C@H:21]2[CH2:26][CH2:25][C@H:24]([NH2:27])[CH2:23][CH2:22]2)[N:3]=1.C(N(CC)CC)C.[C:35]1(=[O:41])[O:40][C:38](=[O:39])[CH2:37][CH2:36]1>O1CCCC1>[NH2:1][C:2]1[C:7]([C:8](=[O:9])[C:10]2[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[C:12]([F:18])[C:11]=2[F:19])=[CH:6][N:5]=[C:4]([NH:20][C@H:21]2[CH2:26][CH2:25][C@H:24]([NH:27][C:35](=[O:41])[CH2:36][CH2:37][C:38]([OH:40])=[O:39])[CH2:23][CH2:22]2)[N:3]=1

Participants

5

Reactant 3

HCID 7922Succinic anhydrideHCID 8471TriethylamineHCID 178491845HCID 178491845, compound

Product 1

HCID 178491848HCID 178491848, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of trans-[4-amino-2-(4-amino-cyclohexylamino)-pyrimidin-5-yl]-(2,3-difluoro-6-methoxy-phenyl)-methanone (100 mg, 0.27 mmol, Example 120) and triethylamine (125 mg, 0.33 mmol) in tetrahydrofuran (5 mL), succinic anhydride (35 mg, 0.35 mmol, Aldrich,) was added and the mixture was refluxed for 2 hours. The mixture was cooled and the solid was filtered and dried to yield a white powder. 130 mg, 100%. MS (ES) MH+=478.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. temperatureThe mixture was cooled
  3. filtrationthe solid was filtered
  4. customdried
  5. customto yield a white powder

Sources & evidence

ORD record
ord-af6ae4f5c3a94246ac9c499d4282bc82
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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