HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl (2-aminoethyl)(benzyl)carbamate → Benzyl-(2-{[3-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-furan-2-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl (2-aminoethyl)(benzyl)carbamate | HCID 2760958 | — |
| Reactant | 3-(7H-Pyrrolo[2,3-d]pyrimidin-4-ylamino)-furan-2-carboxylic acid 3-chloro-benzylamide | HCID 66957439 | — |
| Product | Benzyl-(2-{[3-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-furan-2-carbonyl]-amino}-ethyl)-carbamic acid tert-butyl ester | HCID 66958098 | 8% |
Reaction Steps
The title compound was prepared in an analogous manner as 3-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-furan-2-carboxylic acid 3-chloro-benzylamide using (2-aminoethyl)-benzyl carbamic acid tert-butyl ester instead of 3-chlorobenzylamine and obtained in 8% yield (HPLC: 90%, RT: 6.60 min). 1H NMR (DMSO-d6) 11.99 (br s, 1H), 9.80 (br s, 1H), 8.44 (br s, 1H), 8.38 (s, 1H), 7.80 (br s, 1H), 7.71 (br s, 1H), 7.37 (dd, J=3.3, 2.6 Hz, 1H), 7.33 (d, J=7.3 Hz, 2H), 7.28-7.21 (m, 3H), 6.42 (br s, 1H), 4.44 (s, 2H), 3.40 (br s, 2H), 1.34 (s, 9H); MS (m/z) 477 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09023847B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-135ad734d2764384b1c9e915359b441c |
| Source note | uspto-grants-2015_05 |