HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Hydroxide → 7-((1-phenyl-1H-benzo[d]imidazol-2-yl)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 4-chloro-7-(1-phenyl-1H-benzoimidazol-2-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 86668880 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 7-((1-phenyl-1H-benzo[d]imidazol-2-yl)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 68157705 | 22% |
Reaction Steps
A solution of 4-chloro-7-(1-phenyl-1H-benzoimidazol-2-ylmethyl)-7H-pyrrolo[2,3-d]-pyrimidine (1.0 g, 2.7 mmol) in NH4OH (5 mL) and MeOH (10 mL) was stirred at 90° C. in a sealed tube overnight. Then the mixture was concentrated in vacuo. The residue was purified by P-TLC to give 139 (0.2 g, yield 22%) as a white solid. LCMS (ESI), M+H+=339.14. 1HNMR (400 MHz, CDCl3) δ 5.505 (s, 1H), 6.503 (s, 1H), 6.936 (s, 2H), 7.031 (s, 1H), 7.205-7.209 (q, J=1.6 Hz, 1H), 7.219-7.228 (m, 2H), 7.490-7.540 (m, 5H), 7.555-7.559 (d, J=1.6 Hz, 1H), 7.910 (s, 1H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-ec8811aba63244ccbccab46794bf693c |
| Source note | uspto-grants-2014_02 |