HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Boc-pyrrolidine-3-acetic acid → 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)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Boc-pyrrolidine-3-acetic acid | HCID 4343771 | — |
| Reactant | 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-amine bis(trifluoroacetate) | HCID 86636169 | — |
| Product | 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 | 51% |
Reaction Steps
The desired compound was prepared according to the procedures of Examples A-27 and A-28 using 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-amine bis(trifluoroacetate) and 2-(1-(tert-butoxycarbonyl)pyrrolidin-3-yl)acetic acid as the starting materials in 51% yield. 1H NMR (300 MHz, DMSO-d6): δ 10.04 (s, 1H), 9.50 (s, 1H), 9.40 (s, 1H), 9.00 (s, 1H), 8.72 (m, 2H), 8.31 (s, 1H), 8.29 (s, 1H), 8.21 (s, 1H), 7.68 (s, 1H), 7.30 (d, 1H), 7.08 (d, 1H), 3.98 (s, 2H), 3.40 (m, 1H), 3.27 (m, 1H), 2.97 (m, 4H), 2.58 (m, 2H), 2.11 (m, 1H), 1.61 (m, 2H). LCMS for C23H25ClN7O (M+H)+: m/z=450.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-0a43fba217ae4287b11f2df3b68d2f86 |
| Source note | uspto-grants-2014_10 |