HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-chloro-N-(cyclopropylmethyl)pyridine-3-carboxamide → N-Cyclopropylmethyl-6-[2-methyl-5-(thiophen-3-ylcarbonylamino)-phenyl]-nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-chloro-N-(cyclopropylmethyl)pyridine-3-carboxamide | HCID 11275845 | — |
| Reactant | N-[4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-3-thiophenecarboxamide | HCID 21914662 | — |
| Product | N-Cyclopropylmethyl-6-[2-methyl-5-(thiophen-3-ylcarbonylamino)-phenyl]-nicotinamide | HCID 21914664 | — |
Reaction Steps
N-Cyclopropylmethyl-6-[2-methyl-5-(thiophen-3-ylcarbonylamino)-phenyl]-nicotinamide was prepared from 6-chloro-N-cyclopropylmethylnicotinamide (Intermediate 1) and N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]thiophene-3-amide (Intermediate 14) using General Method B. LCMS: retention time 3.07 min, MH+ 392. NMR: δH [2H6]-DMSO 10.11,(1H, s), 9.11, (1H, s), 8.83,(1H, t), 8.35,(1H, s), 8.30,(1H, dd), 7.85,(1H, s), 7.78,(1H, d), 7.67–7.63,(3H, m), 7.31,(1H, d), 3.20,(2H, t), 2.31,(3H, s), 1.06,(1H, m), 0.46,(1H, m), 0.27,(1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125898B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-c7ff5801c1e9443b847ebc75db88e827 |
| Source note | uspto-grants-2006_10 |