HuagongsheHuagongshe Chemistry Print Report · For research reference only
[(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide → [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl]hydroxyformamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide | HCID 86636947 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl]hydroxyformamide | HCID 58000670 | 28% |
Reaction Steps
[(2R)-2-(Cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl][(phenylmethyl)oxy]formamide (0.0999 g, 0.1867 mmol) was dissolved in 10 mL of MeOH, degassed and placed under nitrogen. Then 10% Pd(C) (0.025 g) was added and the contents were degassed and stirred under a hydrogen balloon for 2.75 h. The contents were then degassed and filtered through an Acrodisc (CR PTFE 0.45 μm). The resulting filtrate was concentrated and purified by RP-HPLC to provide [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[(2-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl]hydroxyformamide as a beige solid (0.0231 g, 28%). LCMS: (M+H)+=446.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893056B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-460d0c27474f4870a0a0a5d47e7d537c |
| Source note | uspto-grants-2011_02 |