Tetrahydrofuran → HCID 69848644, compound

HRID 1263729Notes

Reaction equation

HRID 1263729 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][O:7][C:8]2=[C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][C:12]2=[O:20])=[CH:4][CH:3]=1.C(N(CC)C(C)C)(C)C.[Cl:30]CCC(Cl)=O.[CH2:36]1C[O:39][CH2:38][CH2:37]1>>[Cl:30][C:10]1[C:2]([NH:1][C:38](=[O:39])[CH2:37][CH3:36])=[CH:3][CH:4]=[C:5]2[C:9]=1[C:8](=[C:11]1[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][C:12]1=[O:20])[O:7][CH2:6]2

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 693643-Chloropropionyl chlorideHCID 81531DiisopropylethylamineHCID 696591993-(6-Amino-2-benzofuran-1(3H)-ylidene)-1,3-dihydro-2H-indol-2-one

Product 1

HCID 69848644HCID 69848644, compoundYield 84%

Procedure

To a solution of 3-(6-Amino-3H-isobenzofuran-1-ylidene)-1,3-dihydro-indol-2-one (50.0 mg, 0.189 mmol) and N,N-diisopropylethylamine (98.8 μL, 0.567 mmol) in 2.0 mL THF was added 3-chloropropionyl chloride (21.2 μL, 0.189 mmol). After stirring at room temperature for 1 h, the slurry was filtered and rinsed with MeOH and EtOAc/hexanes (1:1) to afford the title compound (58.8 mg, 84%) as a yellow solid.

Workup

  1. filtrationthe slurry was filtered
  2. washrinsed with MeOH and EtOAc/hexanes (1:1)

Sources & evidence

ORD record
ord-37e0ef3646c4425e9f9a1c6e92654e20
Source dataset
uspto-grants-2003_04
Patent number
US06541504B1

Reaction notes

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