Acetic Anhydride → HCID 57936277, compound

HRID 1434963Notes

Reaction equation

HRID 1434963 reaction equation
[CH3:1][C:2]1([CH3:28])[CH2:7][CH:6]([NH:8][C:9]2[N:14]=[C:13]([C:15]3[S:19][C:18]([CH2:20][NH:21][CH2:22][CH2:23][C:24]#[N:25])=[CH:17][CH:16]=3)[CH:12]=[CH:11][N:10]=2)[CH2:5][C:4]([CH3:27])([CH3:26])[NH:3]1.C(N(CC)CC)C.[C:36](OC(=O)C)(=[O:38])[CH3:37]>C1COCC1.O>[C:24]([CH2:23][CH2:22][N:21]([CH2:20][C:18]1[S:19][C:15]([C:13]2[CH:12]=[CH:11][N:10]=[C:9]([NH:8][CH:6]3[CH2:5][C:4]([CH3:27])([CH3:26])[NH:3][C:2]([CH3:28])([CH3:1])[CH2:7]3)[N:14]=2)=[CH:16][CH:17]=1)[C:36](=[O:38])[CH3:37])#[N:25]

Participants

6

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 57936143HCID 57936143, compound

Product 1

HCID 57936277HCID 57936277, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Compound of Example 86 (119 mg, 0.3 mmol) was dissolved in 5 ml THF and 0.5 ml triethylamine and 36 μl (0.33 mmol) acetic anhydride were added. This mixture was stirred at room temperature for 16 hours. Afterwards the solution was diluted with 100 ml water and extracted with EtOAc. The crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:9/1/0.1). Yield: 103 mg (78%).

Workup

  1. extractionextracted with EtOAc
  2. customThe crude was purified by chromatography on silicagel (DCM/MeOH/ammonia:9/1/0.1)

Sources & evidence

ORD record
ord-e6210026118343c3966dd52e28875042
Source dataset
uspto-grants-2009_11
Patent number
US07615562B2

Reaction notes

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