HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methyl-1H-pyrazole-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]-1-methyl-1H-pyrazole-3-carboxamide Trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methyl-1H-pyrazole-3-carbonyl chloride | HCID 12845045 | — |
| 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]-1-methyl-1H-pyrazole-3-carboxamide Trifluoroacetate | HCID 69014372 | 47% |
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 1-methyl-1H-pyrazole-3-carbonyl chloride as the starting materials in 47% yield. LCMS for C23H21ClN7O (M+H)+: m/z=446.2. 1H NMR (400 MHz, DMSO-d6): δ 9.93 (s, 1H), 9.76 (s, 1H), 9.70 (s, 1H), 8.20 (s, 1H), 7.88 (m, 1H), 7.82 (d, 1H), 7.64 (m, 1H), 7.42 (m, 1H), 7.36 (m, 1H), 7.11 (dd, 1H), 6.87 (m, 2H), 6.73 (d, 1H), 3.94 (s, 3H), 2.86 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ec736fe7d7d84b7abe19bcb7f4b1771f |
| Source note | uspto-grants-2014_10 |