HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 90101928, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | tert-butyl N-(3-amino-2,2-dimethylpropyl)carbamate | HCID 4114359 | — |
| Reactant | HCID 90101345 | HCID 90101345 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 90101928 | HCID 90101928 | 67.3% |
Reaction Steps
To a solution of 4-((4-((4-((2-(chloromethyl)allyl)oxy)benzyl)amino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl)amino)benzoic acid (1.1 g) and TBTU (0.74 g) in NMP (10 mL) was added tert-butyl(3-amino-2,2-dimethylpropyl)carbamate (0.51 g) and DIPEA (1.47 mL). After stirring at room temperature for 2 hours, the mixture was diluted with 100 mL of water and extracted with EtOAc (2×150 mL). The organic layer were combined, washed with brine (100 mL), dried over MgSO4 and concentrated. The residue was purified by silica gel column to give tert-butyl 3-(4-(4-(4-(2-(chloromethyl)allyloxy)benzylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-ylamino)benzamido)-2,2-dimethylpropylcarbamate (1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09422311B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-756b81d813f6421d81e9505d53c60c50 |
| Source note | uspto-grants-2016_08 |