HCID 86637021, compound → HCID 58000671, compound

HRID 1366655Notes

Reaction equation

HRID 1366655 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]([NH:31][CH2:32][CH2:33][C:34]2[CH:38]=[CH:37][S:36][CH:35]=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]([NH:31][CH2:32][CH2:33][C:34]2[CH:38]=[CH:37][S:36][CH:35]=2)[N:3]=1

Participants

4

Reactant 1

HCID 86637021HCID 86637021, compound

Product 1

HCID 58000671HCID 58000671, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

[(2R)-3-[2-(2-Chloro-5-fluoro-6-{[2-(3-thienyl)ethyl]amino}-4-pyrimidinyl)hydrazino]-2-(cyclopentylmethyl)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide (0.1677, 0.295 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 residue was purified by RP-HPLC to provide [(2R)-3-[2-(2-chloro-5-fluoro-6-{[2-(3-thienyl)ethyl]amino}-4-pyrimidinyl)hydrazino]-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide as a beige solid (0.0715 g, 50%). LCMS: (M+H)+=485.1.

Workup

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

Sources & evidence

ORD record
ord-4b839837cc3f4dee9267b9f3d2b6ca07
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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