HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 2-(1-Acetylpyrrolidin-3-yl)-N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]acetamide bis(trifluoroacetate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-pyrrolidin-3-ylacetamide tris(trifluoroacetate) | HCID 86636155 | — |
| Product | 2-(1-Acetylpyrrolidin-3-yl)-N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]acetamide bis(trifluoroacetate) | HCID 86636158 | 39% |
Reaction Steps
The desired compound was prepared according to the procedure of Example A20, using N-[6-chloro-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-yl]-2-pyrrolidin-3-ylacetamide tris(trifluoroacetate) and acetyl chloride as starting materials in 39% yield. 1H NMR (300 MHz, DMSO-d6): δ 10.08 (s, 1H), 9.40 (m, 2H), 9.07 (s, 1H), 8.32 (m, 2H), 8.21 (s, 1H), 7.67 (m, 1H), 7.30 (m, 1H), 7.07 (m, 1H), 3.50 (m, 4H), 3.17 (m, 1H), 2.99 (m, 4H), 2.08 (m, 2H), 1.91 (s, 3H), 1.60 (m, 2H). LCMS for C25H27ClN7O2 (M+H)+: m/z=492.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d88d29c63b054b48be2151ec5b7978e2 |
| Source note | uspto-grants-2014_10 |