HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 6-[2-((R)-3-Hydroxy-pyrrol idine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 7-chloro-2-[(R)-3-hydroxypyrrolidine-1-carbonyl]thieno[3,2-b]pyridine | HCID 20767758 | — |
| Reactant | 1,2-dimethyl-6-hydroxy-1H-indole-3-carboxylic acid cyclopropylamide | HCID 22143547 | — |
| Product | 6-[2-((R)-3-Hydroxy-pyrrol idine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamide | HCID 59990782 | — |
Reaction Steps
This material was prepared by the reaction of (7-chloro-thieno [3,2-b]pyridin-2-yl)-((R)-3-hydroxy-pyrrolidin-1-yl)-methanone 4a with 6-hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid cyclopropylamide 20b and Cs2CO3 in a manner as previously described for example 1. 1H NMR (300 MHz, CD3OD) δ8.50 (1H, d, J=5.5 Hz), 7.93 (1H, d, J=17.33 Hz), 7.80 (1H, d, J=8.6 Hz), 7.39 (1H, d, J=2.1 Hz), 7.05 (1H, dd, J=2.1, 8.6 Hz), 6.71 (1H, d, J=5.5 Hz), 4.54 (1H, bs), 4.11-4.00 (2H, m), 3.85-3.72 (6H, m), 2.93-2.86 (1H, m), 2.66 (3H, s), 2.19-2.07 (2H, m), 0.90-0.84 (2H, m), 0.76-0.68 (2H, m). LCMS (ESI+) [M+H]/z Calc'd 491, found 491.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-dccf2e07621f4fd2a49553d040d07ee1 |
| Source note | uspto-grants-2005_03 |