Water → 2-(trifluoromethyl)-1H-indole-5-carbonitrile
Reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([C:12]([F:15])([F:14])[F:13])=[C:6]2C(O)=O)#[N:2].O>CN1C(=O)CCC1>[F:15][C:12]([F:13])([F:14])[C:7]1[NH:8][C:9]2[C:5]([CH:6]=1)=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 135 °C
Procedure
5-cyano-2-(trifluoromethyl)-1H-indole-3-carboxylic acid (Intermediate 36 2.09 g) was dissolved in NMP (10 mL) and H2O (1 mL) was then added. The mixture was heated to 130-140° C. overnight under nitrogen. The solution was cooled to room temperature and H2O (30 mL) was added and the solution stirred for 40 min. and then filtered. The cake was washed with H2O. The product is then dried under vacuum at 40° C. to give the title compound (1.42 g);
Workup
- temperatureThe solution was cooled to room temperature
- filtrationfiltered
- washThe cake was washed with H2O
- customThe product is then dried under vacuum at 40° C.
Sources & evidence
- ORD record
- ord-c033fea8a9e34c31a2c0c374580019f4
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08796283B2
Reaction notes
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