Acetic Anhydride → HCID 22036474, compound

HRID 991675Notes

Reaction equation

HRID 991675 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([O:12][CH2:13][CH2:14][O:15][C:16]3[C:17]([N:22]4[CH2:27][CH2:26][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:24][CH2:23]4)=[N:18][CH:19]=[CH:20][N:21]=3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:35][C:36](OC(C)=O)=[O:37]>N1C=CC=CC=1>[C:36]([NH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([O:12][CH2:13][CH2:14][O:15][C:16]3[C:17]([N:22]4[CH2:23][CH2:24][N:25]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:26][CH2:27]4)=[N:18][CH:19]=[CH:20][N:21]=3)[CH:6]=[CH:7][CH:8]=2)[N:3]=1)(=[O:37])[CH3:35]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 23509563HCID 23509563, compound

Product 1

HCID 22036474HCID 22036474, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The product obtained in Step 1 (502 mg, 1.08 mmol) was dissolved in pyridine. Ac2O (0.42 mL, 4.45 mmol) was added, and the reaction mixture was stirred under inert atmosphere at room temperature for 5 h. Concentration in vacuo afforded a yellow oil, which was purified by column chromatography using EtOAc/Et3N (95:5) as eluent to give the title product as a yellow solid: yield 531 mg (97%); MS m/z 509 (M+H)+. Anal. (C26H32N6O5.0.4 H2O) C, H, N.

Workup

  1. concentrationConcentration in vacuo
  2. customafforded a yellow oil, which
  3. customwas purified by column chromatography

Sources & evidence

ORD record
ord-cbd6bf4bc5a14bda93489bc06a16e285
Source dataset
uspto-grants-2002_10
Patent number
US06465467B1

Reaction notes

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