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3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde → 3-Chloro-4-({(3r,4s)-4-[(3,4-dihydro-2h-pyrano[2,3-c]pyridin-6-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde | HCID 56640311 | — |
| 反応物 | racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one | HCID 68685696 | — |
| 溶媒 | Dichloromethane methanol | HCID 21226129 | — |
| 生成物 | 3-Chloro-4-({(3r,4s)-4-[(3,4-dihydro-2h-pyrano[2,3-c]pyridin-6-ylmethyl)amino]-3-hydroxy-1-piperidinyl}methyl)-4,5-dihydro-7h-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one hydrochloride | HCID 68688100 | 50% |
反応手順
The free base of the title compound was prepared from racemic 4-{[(3R,4S)-4-amino-3-hydroxy-1-piperidinyl]methyl}-3-chloro-4,5-dihydro-7H-pyrrolo[3,2,1-de]-1,5-naphthyridin-7-one and 3,4-dihydro-2H-pyrano[2,3-c]pyridine-6-carbaldehyde (for a synthesis see WO2004058144, Example 126(e)) according to the general method of Example 24(b), chromatographing with dichloromethane/methanol/0.88 ammonia 95:5:0.5, in 50% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732461B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-3ad3ef35312f4916b8026dbedf1fb346 |
| 出典メモ | uspto-grants-2010_06 |