HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butylamine → 6-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 6-carboxy-4-(3-chloroanilino)-7H-pyrrolo[2,3-d]pyrimidine | HCID 21262674 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(N-tert.-Butyl-carbamoyl)-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine | HCID 23282759 | — |
Reaction Steps
To a solution of 144 mg (0.50 mmol) of 6-carboxy-4-(3-chloro-anilino)-7H-pyrrolo[2,3-d]pyrimidine (cf. Example 42) and 116 μl (1.1 mmol) of tert.-butylamine in 5 ml of DMF are added 114 μl (0.75 mmol) of diethyl cyanophosphonate (Aldrich; Milwaukee/USA). After 4 h, the reaction mixture is poured onto ice water, stirred for 30 min and finally filtered. The residue is redissolved in isopropanol, treated with charcoal and filtered. Concentration in vacuo and washing with dichloromethane/diethyl ether yields the title compound; HPLC: tRet (Grad20)=11.4; FAB-MS: (M+H)+ =344.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06140332 |
| Source dataset | uspto-grants-2000_10 |
| ORD ID | ord-015f9b952a0447c4ac4918724c83e99a |
| Source note | uspto-grants-2000_10 |