Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | N-Methylcyclopropanamine | HCID 11029756 | — |
| Reactant | 4-(4,7-Diaza-spiro[2.5]oct-7-yl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 66888244 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | HCID 86706435 | HCID 86706435 | — |
| Product | HCID 57411415 | HCID 57411415 | — |
Reaction Steps
Sulfuryl chloride (1.44 mmol) was dissolved in dry DCM (3 mL), cooled to 0° C. and added a mixture of N-methylcyclopropanamine (0.48 mmol) and Et3N (1.44 mmol) in dry DCM (1 mL). The reaction mixture was allowed to warm up freely to rt, stirred for 16 h. The reaction mixture was concentrated in vacuo and trituated with Et2O (2×1 mL). Et2O removed in vacuo and the obtained pale oil was dissolved in dry DCM (1 mL) and added to a solution of 4-(4,7-diaza-spiro[2.5]oct-7-yl)-7H-pyrrolo[2,3-d]pyrimidine (0.48 mmol) (intermediate 21) in a mixture of DMSO:DIPEA (2:1, 3 mL). The reaction mixture was stirred at 40° C. for 16 h. The pure compound was obtained by standard preparative HPLC purification of the reaction mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09233964B2 |
|---|
| Source dataset | uspto-grants-2016_01 |
|---|
| ORD ID | ord-1b7ce0dca00f4068b911d15e85fda2df |
|---|
| Source note | uspto-grants-2016_01 |
|---|