HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2-{[6-{2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]hydrazino}-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide → (2S)-2-{[6-[2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)hydrazino]-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2-{[6-{2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]hydrazino}-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide | HCID 86636938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S)-2-{[6-[2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)hydrazino]-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide | HCID 58000532 | 63% |
Reaction Steps
A solution of (2S)-2-{[6-{2-[(2R)-3-cyclopentyl-2-({formyl[(phenylmethyl)oxy]amino}methyl)propanoyl]hydrazino}-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide (0.036 g, 0.063 mmol), and Pd(C) (0.008 g) in MeOH (10 mL) was run under standard hydrogenation conditions as in General Procedure A, Part C, to provide (2S)-2-{[6-[2-((2R)-3-cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)hydrazino]-5-fluoro-2-(methyloxy)-4-pyrimidinyl]amino}-N,N-dimethylbutanamide as an orange solid (0.019 g, 63%). LCMS: (M+H)+=484.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893056B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-c6eb86780e87417cbccea291416e9dcd |
| Source note | uspto-grants-2011_02 |