Indole-5-carbonitrile → (S)-[2-(5-Cyano-indol-1-yl)-1-methyl-ethyl]-carbamic Acid Tert-Butyl Ester

HRID 1716533Notes

Reaction equation

HRID 1716533 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)#[N:2].[C:12]([O:16][C:17]([N:19]1[C@@H:23]([CH3:24])[CH2:22]OS1(=O)=O)=[O:18])([CH3:15])([CH3:14])[CH3:13]>>[C:12]([O:16][C:17](=[O:18])[NH:19][C@@H:23]([CH3:22])[CH2:24][N:8]1[C:9]2[C:5](=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=2)[CH:6]=[CH:7]1)([CH3:15])([CH3:14])[CH3:13]

Participants

3

Reactant 2

HCID 27513Indole-5-carbonitrileHCID 109882941,2,3-Oxathiazolidine-3-carboxylic acid, 4-methyl-, 1,1-dimethylethyl ester, 2,2-dioxide, (4S)-

Product 1

HCID 67031525(S)-[2-(5-Cyano-indol-1-yl)-1-methyl-ethyl]-carbamic Acid Tert-Butyl Ester

Procedure

This compound was obtained according to example 4, step A1 from 5-cyanoindole (500 mg) and (S)-4-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester IV (1.0 g). Yield: 1.09 g, yellow solid.

Workup

  1. customThis compound was obtained

Sources & evidence

ORD record
ord-1966401a57304d3f87406f2700a713bc
Source dataset
uspto-grants-2010_09
Patent number
US07803819B2

Reaction notes

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