HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethyl orthoacetate → 4-[4-(Cyclopropylmethoxy)-2-methyl-1H-benzimidazol-5-yl]-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethyl orthoacetate | HCID 66221 | — |
| Reactant | 4-[3,4-Diamino-2-(cyclopropylmethoxy)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one | HCID 118093905 | — |
| Product | 4-[4-(Cyclopropylmethoxy)-2-methyl-1H-benzimidazol-5-yl]-6-methyl-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one | HCID 118093971 | — |
Reaction Steps
This compound was synthesized according to the procedure of Example 2 using 4-[3,4-diamino-2-(cyclopropylmethoxy)phenyl]-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one as the starting material and triethyl orthoacetate instead of ethyl orthoformate. 1H NMR (300 MHz, DMSO-d6) δ 12.23 (s, 1H), 11.99 (s, 0.3H), 11.93 (s, 0.7H), 7.33-7.19 (m, 1.2H), 7.18-7.00 (m, 2.8H), 6.17-6.10 (m, 0.3H), 6.10-6.02 (m, 0.7H), 4.37 (d, J=6.8 Hz, 2H), 3.62-3.51 (m, 3H), 1.09-0.89 (m, 1H), 0.41-0.25 (m, 2H), 0.17-0.06 (m, 1.4H), −0.01-−0.12 (m, 0.6H); LCMS calculated for C20H21N4O2 (M+H)+: m/z=349.2. found: 349.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399640B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-b706f92f1b484a85937f116da2a0cf79 |
| Source note | uspto-grants-2016_07 |