5-Isocyanato-2,3-dihydro-1-benzofuran → 1-Benzylindolin-5-yl 2,3-dihydro-1-benzofuran-5-ylcarbamate

HRID 2360128Notes

Reaction equation

HRID 2360128 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:18]1[C:22]2[CH:23]=[CH:24][C:25]([N:27]=[C:28]=[O:29])=[CH:26][C:21]=2[CH2:20][CH2:19]1>>[O:18]1[C:22]2[CH:23]=[CH:24][C:25]([NH:27][C:28](=[O:29])[O:17][C:13]3[CH:12]=[C:11]4[C:16](=[CH:15][CH:14]=3)[N:8]([CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:9][CH2:10]4)=[CH:26][C:21]=2[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 27761565-Isocyanato-2,3-dihydro-1-benzofuranHCID 866598571-Benzylindolin-5-ol

Product 1

HCID 866598621-Benzylindolin-5-yl 2,3-dihydro-1-benzofuran-5-ylcarbamate

Procedure

The title compound was synthesized from 1-benzylindolin-5-ol (35.0 mg, 0.155 mmol) using the same procedure employed for Example 2 (2), but with 2,3-dihydro-1-benzofuran-5-ylisocyanate instead of 4-isopropylphenylisocyanate. The product was obtained as a white solid (9.0 mg, 13%) having the following characteristics.

Sources & evidence

ORD record
ord-10a3580c39b043c3906d22a2d4892ccf
Source dataset
uspto-grants-2014_04
Patent number
US08686024B2

Reaction notes

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