HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 2-{[5-(Benzyloxy)-2-pyridinyl]methyl}-1-(cyclopropylmethyl)-1H-benzimidazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-(5-(Benzyloxy)pyridin-2-yl)acetic acid | HCID 22181366 | — |
| Reactant | 3-amino-4-[(Cyclopropylmethyl)amino]benzonitrile | HCID 22181399 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-{[5-(Benzyloxy)-2-pyridinyl]methyl}-1-(cyclopropylmethyl)-1H-benzimidazole-5-carbonitrile | HCID 22181261 | — |
Reaction Steps
Following the general procedure 13B, 360 mg (1.48 mmol) of [5-(benzyloxy)-2-pyridinyl]acetic acid was coupled with 3-amino-4-[(Cyclopropylmethyl)amino]benzonitrile using HATU. The resulting intermediate was heated in HOAc (20 mL) at 90° C. overnight. After being concentrated, the crude residue was purified by silica gel column chromatography to afford the pure product (230 mg, 40% for 2 steps) as an oil. MS (ESI) (M+H)+=395.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030139B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-b2f3bc69935a4feba2294ba25bfe3fcf |
| Source note | uspto-grants-2006_04 |