HCID 86637004, compound → HCID 58000604, compound

HRID 1366608Notes

Reaction equation

HRID 1366608 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]([CH3:38])[CH2:32][C:33]2[S:34][CH:35]=[CH:36][N:37]=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]([CH3:38])[CH2:32][C:33]2[S:34][CH:35]=[CH:36][N:37]=2)[N:3]=1

Participants

4

Reactant 1

HCID 86637004HCID 86637004, compound

Product 1

HCID 58000604HCID 58000604, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

[(2R)-3-(2-{2-Chloro-5-fluoro-6-[methyl(1,3-thiazol-2-ylmethyl)amino]-4-pyrimidinyl}hydrazino)-2-(cyclopentylmethyl)-3-oxopropyl](tetrahydro-2H-pyran-2-yloxy)formamide was dissolved in acetic acid (8 mL) and water (2 mL). The reaction mixture was left to stir 2 days. The volatiles were evaporated, and the resulting residue was purified by RP-HPLC to provide [(2R)-3-(2-{2-chloro-5-fluoro-6-[methyl(1,3-thiazol-2-ylmethyl)amino]-4-pyrimidinyl}hydrazino)-2-(cyclopentylmethyl)-3-oxopropyl]hydroxyformamide as a beige solid (0.3469 g). LCMS: (M+H)+=486.1.

Workup

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

Sources & evidence

ORD record
ord-7a08660b83f14690b0fd063177dc66d7
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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