HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methylisoxazole-3-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]-5-methylisoxazole-3-carboxamide Trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methylisoxazole-3-carbonyl chloride | HCID 2736894 | — |
| 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]-5-methylisoxazole-3-carboxamide Trifluoroacetate | HCID 69016175 | 42% |
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 5-methylisoxazole-3-carbonyl chloride as the starting materials in 42% yield. LCMS for C23H20ClN6O2(M+H)+: m/z=447.2. 1H NMR (400 MHz, DMSO-d6): δ 10.59 (s, 1H), 9.59 (s, 2H), 8.17 (s, 1H), 7.88 (m, 1H), 7.59 (m, 1H), 7.49 (m, 1H), 7.35 (m, 1H), 7.11 (dd, 1H), 6.89 (m, 1H), 6.84 (m, 1H), 6.64 (m, 1H), 2.88 (m, 4H), 2.48 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-80ce1ce03ebe4f78a9a85eb033a087c1 |
| Source note | uspto-grants-2014_10 |