HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-Indole-7-carboxylic acid → HCID 86603047, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-Indole-7-carboxylic acid | HCID 74281 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | (4-Tert-butyl-benzyl)-(4,4,4-trifluoro-butyl)-amine | HCID 69342024 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86603047 | HCID 86603047 | 104% |
Reaction Steps
To a solution of 48 mg (0.3 mmol) of 1H-indole-7-carboxylic acid and 96 mg of TBTU (0.3 mmol) in 4 ml DMF, were added 0.26 ml (1.5 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 82 mg (0.3 mmol) of (4-tert-butyl-benzyl)-(4,4,4-trifluoro-butyl)-amine in 1 ml DMF were added. After stirring for 19 h at rt, the reaction mixture was diluted with 50 ml water and extracted with 2×50 ml EtOAc. The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo to give 130 mg (99%) of an orange solid. MS (ISP) 416.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259183B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-059052df4bae47ddac4ebca4f8f3afff |
| Source note | uspto-grants-2007_08 |