HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 24989585, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 24989583 | HCID 24989583 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24989585 | HCID 24989585 | 30% |
Reaction Steps
A mixture of 4,5-dihydro-1H-pyrrolo[2,3-f]isoquinoline-3-carboxylic acid E6 (0.093 mmol), HOBT.NH3 (0.374 mmol), TBTU (0.186 mmol) and DIEA (0.374 mmol) in DMF (5 mL) was stirred 4 h at rt. The solvent was evaporated and the crude residue was purified by preparative HPLC (Phase A: 0.05% NH4OH pH10/AN 95/5, Phase B: AN; gradient phase B 0—50% 8 min, yield 30%). ESI (+) MS: m/z 214 (MH+). 1H NMR: 2.83 (t, J=7.93, 2H), 2.98 (t, J=8.05, 2H), 6.61-7.28 (m, 2H), 7.33 (d, J=5.00, 1H), 7.56 (d, J=2.80, 1H), 8.28-8.38 (m, 2H), 11.85 (bs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207180B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-9f788c39b7044523b419488cd9e8e2f2 |
| Source note | uspto-grants-2012_06 |