HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzaldehyde → (+/-)-(E)-3-{1'-(4-Fluoro-benzyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | (+/-)-(E)-3-{1'-tert-butoxycarbonyl-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester | HCID 67071413 | — |
| Product | (+/-)-(E)-3-{1'-(4-Fluoro-benzyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3'-piperidin]-6-yl}-acrylic acid methyl ester | HCID 67071482 | — |
Reaction Steps
(±)-(E)-3-{1′-(4-Fluoro-benzyl)-3,4-dihydro-4-oxo-spiro[2H-(1,3)-benzoxazine-2,3′-piperidin]-6-yl}-acrylic acid methyl ester was synthesized starting from Intermediate 5 (339 mg, 1.00 mmol), according to the procedure described in Example 40, Step A, using 4-fluorobenzaldehyde (0.13 ml, 1.2 mmol) and NaBH3CN (76 mg, 1.2 mmol). The product was obtained as a white solid (320 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08980877B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-195d122c9c8c4a7e931ab3ed5c41979d |
| Source note | uspto-grants-2015_03 |