HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Alaninol → N-((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Alaninol | HCID 80307 | — |
| Reactant | Oxolan-3-amine | HCID 3365553 | — |
| Reactant | (S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochloride | HCID 86712001 | — |
| Reactant | (S)-2-Amino-2-(3-fluoro-4-methoxyphenyl)ethanol hydrochloride | HCID 86712007 | — |
| Product | N-((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide | HCID 73335844 | — |
Reaction Steps
N—((S)-1-(3-Fluoro-4-methoxyphenyl)-2-hydroxyethyl)-3-(tetrahydrofuran-3-ylamino)isoquinoline-6-carboxamide (II-26) was prepared analogously except in step 2, (S)-2-aminopropan-1-ol was replaced with 3-amino-tetrahydrofuran and in step 5, (S)-(3-fluoro-4-methoxy-phenyl)-(1-methylpyrazol-4-yl)methanamine hydrochloride was replaced with (S)-2-amino-2-(3-fluoro-4-methoxyphenyl)ethanol hydrochloride (62d) 1H NMR (500 MHz, CD3OD) δ 8.89 (s, 1H), 8.09 (s, 1H), 7.89 (d, J=8.5 Hz, 1H), 7.59 (d, J=6.5 Hz, 1H), 7.22-7.19 (m, 2H), 7.09 (t, J=8.5 Hz, 1H), 6.80 (s, 1H), 5.18 (m, 1H), 4.42 (m, 1H), 4.07-3.99 (m, 2H), 3.92-3.85 (m, 6H), 3.76 (m, 1H), 2.38 (m, 1H), 1.98 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388171B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-01a5347d6cfe47c89c8dd7f7b826e86e |
| Source note | uspto-grants-2016_07 |