HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 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-12-yl]piperidine-4-carboxamide bis(trifluoroacetate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 4-({[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-12-yl]amino}carbonyl)piperidine-1-carboxylate | HCID 44481551 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| 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-12-yl]piperidine-4-carboxamide bis(trifluoroacetate) | HCID 86636132 | 100% |
Reaction Steps
tert-Butyl 4-({[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-12-yl]amino}carbonyl)piperidine-1-carboxylate (35 mg, 0.064 mmol) was treated with trifluoroacetic acid (1.0 mL) and methylene chloride (1.0 mL) for 10 minutes and evaporated to give the desired compound (35 mg, 100% yield). 1H NMR (300 MHz, DMSO-d6): δ 9.42 (s, 2H), 9.25 (s, 1H), 8.60 (m, 1H), 8.28 (m, 1H), 8.13 (s, 1H), 8.00 (s, 1H), 7.75 (s, 1H), 7.20 (d, 1H), 7.05 (m, 2H), 6.91 (d, 1H), 6.77 (d, 1H), 3.38 (m, 2H), 2.80 (m, 7H), 2.01 (m, 2H), 1.82 (m, 2H). LCMS for C24H26ClN6O (M+H)+: m/z=449.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-6517b32636b44b579561ef99a70c7c17 |
| Source note | uspto-grants-2014_10 |