6-(Trifluoromethyl)indole → 6-Trifluoromethyl-3-isocyanato-indole-1-carboxylic acid amide

HRID 1527175Notes

Reaction equation

HRID 1527175 reaction equation
[F:1][C:2]([F:13])([F:12])C1C=C2C(C=CN2)=CC=1.C(O[C:18]1[CH:19]=[C:20]2[C:24](=[CH:25][CH:26]=1)[N:23]([C:27]([NH2:29])=[O:28])[CH:22]=[C:21]2[N:30]=[C:31]=[O:32])C=C>COCCOC>[F:1][C:2]([F:13])([F:12])[C:26]1[CH:25]=[C:24]2[C:20]([C:21]([N:30]=[C:31]=[O:32])=[CH:22][N:23]2[C:27]([NH2:29])=[O:28])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 27775236-(Trifluoromethyl)indoleHCID 866737945-Allyloxy-3-isocyanato-indole-1-carboxylic acid amide

Product 1

HCID 866737986-Trifluoromethyl-3-isocyanato-indole-1-carboxylic acid amide

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

was prepared from 6-trifluoromethylindole using the protocol described for steps B-E in scheme A4 for the preparation of 5-allyloxy-3-isocyanato-indole-1-carboxylic acid amide except that the acyl azide intermediate was prepared in 1,2 dimethoxyethane instead of toluene.

Sources & evidence

ORD record
ord-da31a75e68e547be9f7a73732b1b48e4
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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