HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-(4-(2-(pyrrolidin-1-yl)ethoxy)phenoxy)propyl)thiazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-[2-(Pyrrolidin-1-yl)ethoxy]phenol | HCID 13576239 | — |
| Reactant | 2-[8-(Benzothiazol-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinolin-2-yl]-5-{3-[4-(4-cyano-thiophen-3-yl)-phenoxy]-propyl]-thiazole-4-carboxylic acid | HCID 46836245 | — |
| Product | 2-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-(4-(2-(pyrrolidin-1-yl)ethoxy)phenoxy)propyl)thiazole-4-carboxylic acid | HCID 59447684 | — |
Reaction Steps
The title compound 114 was prepared as a TFA salt in a similar manner to the synthesis of compound 51 by substituting compound 51A with compound 106B: 1H NMR (DMSO-d6): δ 12.90 (s, 1H), 9.75 (s, 1H), 8.04 (d, J=7.93 Hz, 1H), 7.80 (d, J=7.93 Hz, 1H), 7.68 (d, J=7.32 Hz, 2H), 7.35-7.50 (m, 4H), 6.86-6.93 (m, 4H), 4.83 (s, 2H), 4.19-4.21 (m, 2H), 3.92 (d, J=6.26 Hz, 2H), 3.72 (d, J=5.95 Hz, 1H), 3.55 (br, 4H), 3.10-3.18 (m, 4H), 3.03 (t, J=5.8 Hz, 2H), 1.85-2.02 (m, 6H). ESI (+)/MS: 684 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232273B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-a7731b88d3d04818acb82bc3d9a36fdf |
| Source note | uspto-grants-2012_07 |