Ethyl chloroformate → HCID 59426132, compound

HRID 907187Notes

Reaction equation

HRID 907187 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:22]#[N:23])=[C:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][CH:14]=3)[N:8]2[CH2:11][CH3:12])=[CH:4][CH:3]=1.Cl[C:25]([O:27][CH2:28][CH3:29])=[O:26]>N1C=CC=CC=1>[CH2:28]([O:27][C:25](=[O:26])[NH:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:22]#[N:23])=[C:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[CH:15][CH:14]=3)[N:8]2[CH2:11][CH3:12])=[CH:4][CH:3]=1)[CH3:29]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 59425167HCID 59425167, compound

Product 1

HCID 59426132HCID 59426132, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

6-Amino-2-(4-ethoxyphenyl)-1-ethyl-1H-indole-3-carbonitrile (31 mg, 0.1 mmol), compound 833, prepared in example 1BR, step B was treated with ethyl chloroformate (16 mg, 0.15 mmol) in pyridine (1.0 mL) at room temperature overnight to furnish, after purification using column chromatography [3-cyano-2-(4-ethoxyphenyl)-1-ethyl-1H-indol-6-yl]-carbamic acid ethyl ester (30 mg, 79%).

Workup

  1. customto furnish
  2. customafter purification

Sources & evidence

ORD record
ord-e458acc17f4b46ee96f5b04a89f1c83f
Source dataset
uspto-grants-2011_09
Patent number
US08013006B2

Reaction notes

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