HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362172Generated: November 1, 2026
methyl((1-methyl-1H-indol-2-yl)methyl)amine → (R)-(-)-(E)-N-Methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(10-oxo-2,3,4,9,10,10a-hexahydro-1H-3a,8,9-triaza-benzo[f]azulen-6-yl)acrylamide hydrochloride
https://huagongshe.com/reaction/1362172
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | methyl((1-methyl-1H-indol-2-yl)methyl)amine | HCID 11401058 | — |
| Reactant | Methyl-(1-propyl-naphthalen-2-ylmethyl)amine | HCID 59456959 | — |
| Reactant | (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride | HCID 66966197 | — |
| Reactant | (R)-(E)-3-(10-Oxo-2,3,4,9,10,10a-hexahydro-1H-3a,8,9-triaza-benzo[f]azulen-6-yl)acrylic acid hydrochloride | HCID 66967233 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (R)-(-)-(E)-N-Methyl-N-(1-methyl-1H-indol-2-ylmethyl)-3-(10-oxo-2,3,4,9,10,10a-hexahydro-1H-3a,8,9-triaza-benzo[f]azulen-6-yl)acrylamide hydrochloride | HCID 66967143 | 35% |
Reaction Steps
According to the procedure of Example 1, except substituting methyl-(1-methyl-1H-indol-2-ylmethyl)amine for the methyl-(1-propyl-naphthalen-2-ylmethyl)amine, and substituting (R)-(E)-3-(10-oxo-2,3,4,9,10,10a-hexahydro-1H-3a,8,9-triaza-benzo[f]azulen-6-yl)acrylic acid hydrochloride for the (E)-3-(4-methyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylic acid hydrochloride, the title compound (0.19 g, 35%) was prepared as a tan powder: [α]25D −173.9° (c 1.00, methanol); 1H NMR (300 MHz, DMSO-d6) δ 12.50 (br s, 1H), 11.27 (s, 1H), 8.83-8.74 (m, 1H), 8.32-8.25 (m, 1H), 7.65-7.60 (m, 1H), 7.51-7.32 (m, 3H), 7.15-6.96 (m, 2H), 6.43-6.18 (m, 1H), 5.07-4.86 (m, 2H), 4.47-4.21 (m, 3H), 3.79-2.88 (m, 9H), 2.09-1.88 (m, 3H); MS (ESI) m/e 430 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07879872B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-b7ee2cad41064d56a95cd5a584dcff6e |
|---|
| Source note | uspto-grants-2011_02 |
|---|