HCID 86636948, compound → HCID 58000649, compound

HRID 1366467Notes

Reaction equation

HRID 1366467 reaction equation
[CH:1]1([CH2:6][C@@H:7]([C:19]([NH:21][NH:22][C:23]2[C:28]([F:29])=[C:27]([N:30]([CH3:38])[CH2:31][C:32]3[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=3)[N:26]=[C:25]([CH3:39])[N:24]=2)=[O:20])[CH2:8][N:9]([O:12]C2CCCCO2)[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)(=O)C.O>[CH:1]1([CH2:6][C@@H:7]([C:19]([NH:21][NH:22][C:23]2[C:28]([F:29])=[C:27]([N:30]([CH3:38])[CH2:31][C:32]3[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=3)[N:26]=[C:25]([CH3:39])[N:24]=2)=[O:20])[CH2:8][N:9]([OH:12])[CH:10]=[O:11])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 86636948HCID 86636948, compound

Product 1

HCID 58000649HCID 58000649, compoundYield 33%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

[(2R)-2-(Cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[methyl(4-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide (0.0979 g, 0.1802 mmol) was dissolved in acetic acid (8 mL) and water (2 mL). The reaction was left to stir overnight. The volatiles were evaporated, and the resulting material was purified by RP-HPLC to provide [(2R)-2-(cyclopentylmethyl)-3-(2-{5-fluoro-2-methyl-6-[methyl(4-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-3-oxopropyl]hydroxyformamide as a beige solid (0.0273 g, 33%). LCMS: (M+H)+=460.7.

Workup

  1. waitThe reaction was left
  2. customThe volatiles were evaporated
  3. customthe resulting material was purified by RP-HPLC

Sources & evidence

ORD record
ord-95573c1a7a3f414c87bae13ec77b1e64
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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