HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((Tert-butyldimethylsilyl)oxy)acetaldehyde → 6-Chloro-N-(cyclohexylmethyl)-2-[(3S)-3-[[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]-1-piperidinyl]-5-quinolinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((Tert-butyldimethylsilyl)oxy)acetaldehyde | HCID 4187788 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 59768630 | HCID 59768630 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Chloro-N-(cyclohexylmethyl)-2-[(3S)-3-[[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]-1-piperidinyl]-5-quinolinecarboxamide | HCID 68809606 | — |
Reaction Steps
Prepared according to the method of example 50(a) using 2-[(3S)-3-amino-1-piperidinyl]-6-chloro-N-(cyclohexylmethyl)-5-quinolinecarboxamide Example 51) (200 mg), activated 3 Å molecular sieves (0.20 g), (tert-butyldimethylsilyloxy)acetaldehyde (0.085 mL), dichloromethane (5.0 mL) and sodium triacetoxyborohydride (210 mg). Purification (SiO2, ethyl acetate:isohexane 1:1) gave the sub-titled compound (190 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07408065B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-696ec5b01fa541c9be2a23f56865d369 |
| Source note | uspto-grants-2008_08 |