HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 6-[2-((R)-3-Hydroxy-pyrrolidine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amide
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 | 6-Hydroxy-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amide | HCID 20767864 | — |
| Product | 6-[2-((R)-3-Hydroxy-pyrrolidine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-1,2-dimethyl-1H-indole-3-carboxylic acid (3-hydroxy-propyl)-amide | HCID 59990803 | — |
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 (3-hydroxy-propyl)-amide 63b and Cs2CO3 in a manner as previously described for example 1. 1H NMR (300 MHz, CD3OD) δ8.38 (1H, d, J=5.5 Hz), 7.84-7.74 (2H, m), 7.28 (1H, d, J=2.1 Hz), 6.94 (1H, dd, J=2.1, 8.6 Hz), 6.60 (1H, d, J=5.5 Hz), 4.45-4.42 (1H, m), 3.93-3.91 (2H, m), 3.71-3.60 (8H, m), 3.45 (2H, m), 2.56 (3H, s), 2.02-1.98 (2H, m), 1.72-1.68 (2H, m). LCMS (ESI+) [M+H]/z Calc'd 509, found 509.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-292ba316b6eb4e44a30c304e94a937f6 |
| Source note | uspto-grants-2005_03 |