HCID 86636973, compound → HCID 58000606, compound

HRID 1366519Notes

Reaction equation

HRID 1366519 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][NH:9][C:10](=[O:29])[C@H:11]([CH2:23][CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)[CH2:12][N:13]([O:16]C2CCCCO2)[CH:14]=[O:15])[C:5]([F:30])=[C:4]([N:31]([CH3:39])[CH2:32][C:33]2[CH:38]=[CH:37][N:36]=[CH:35][CH:34]=2)[N:3]=1>C(O)(=O)C.O>[Cl:1][C:2]1[N:7]=[C:6]([NH:8][NH:9][C:10](=[O:29])[C@H:11]([CH2:23][CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28]2)[CH2:12][N:13]([OH:16])[CH:14]=[O:15])[C:5]([F:30])=[C:4]([N:31]([CH3:39])[CH2:32][C:33]2[CH:34]=[CH:35][N:36]=[CH:37][CH:38]=2)[N:3]=1

Participants

4

Reactant 1

HCID 86636973HCID 86636973, compound

Product 1

HCID 58000606HCID 58000606, compoundYield 31%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

[(2R)-3-(2-{2-Chloro-5-fluoro-6-[methyl(4-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-2-(cyclopentylmethyl)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide (0.0958 g, 0.1701 mmol) was dissolved in acetic acid (8 mL) and water (2 mL). This reaction mixture was left to stir overnight. The volatiles were evaporated, and the resulting material was purified by RP-HPLC to provide [(2R)-3-(2-{2-chloro-5-fluoro-6-[methyl(4-pyridinylmethyl)amino]-4-pyrimidinyl}hydrazino)-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide as a beige solid (0.0249 g, 31%). LCMS: (M+H)+=480.1.

Workup

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

Sources & evidence

ORD record
ord-49130b90532e4d4fb858580dfc403cca
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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