HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine-2-carbonyl chloride → N-[6-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-yl]pyridine-2-carboxamide Trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine-2-carbonyl chloride | HCID 135034 | — |
| Reactant | 6-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-amine bis(trifluoroacetate) | HCID 86636255 | — |
| Product | N-[6-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-yl]pyridine-2-carboxamide Trifluoroacetate | HCID 69015524 | 35% |
Reaction Steps
The desired compound was prepared according to the procedure of Example B26, using 6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-amine bis(trifluoroacetate) and pyridine-2-carbonyl chloride as the starting materials in 35% yield. LCMS for C24H20ClN6O (M+H)+: m/z=443.2. 1H NMR (400 MHz, DMSO-d6): δ 10.54 (s, 1H), 9.51 (s, 2H), 8.72 (m, 1H), 8.16 (s, 1H), 8.13 (m, 1H), 8.05 (m, 1H), 7.92 (m, 1H), 7.75 (m, 1H), 7.66 (m, 1H), 7.49 (m, 1H), 7.45 (m, 1H), 7.11 (dd, 1H), 6.89 (m, 1H), 6.84 (m, 1H), 2.89 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9c5f55b58b1d4a308bc01ff484bd3649 |
| Source note | uspto-grants-2014_10 |