4-Chloro-5-fluoro-2-methoxypyrimidine → HCID 59333920, compound

HRID 331069Notes

Reaction equation

HRID 331069 reaction equation
[CH2:1]([N:3]1[C@H:8]([CH3:9])[CH2:7][N:6]([C:10]([N:12]2[CH2:19][C:18]3[C:17]([NH2:20])=[N:16][NH:15][C:14]=3[C:13]2([CH3:22])[CH3:21])=[O:11])[C@@H:5]([CH3:23])[CH2:4]1)[CH3:2].Cl[C:25]1[C:30]([F:31])=[CH:29][N:28]=[C:27]([O:32][CH3:33])[N:26]=1>C(O)(=O)C.O>[CH2:1]([N:3]1[C@H:8]([CH3:9])[CH2:7][N:6]([C:10]([N:12]2[CH2:19][C:18]3[C:17]([NH:20][C:25]4[C:30]([F:31])=[CH:29][N:28]=[C:27]([O:32][CH3:33])[N:26]=4)=[N:16][NH:15][C:14]=3[C:13]2([CH3:22])[CH3:21])=[O:11])[C@@H:5]([CH3:23])[CH2:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 534398964-Chloro-5-fluoro-2-methoxypyrimidineHCID 59333925HCID 59333925, compound

Product 1

HCID 59333920HCID 59333920, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of 5-{[(2S,5R)-4-ethyl-2,5-dimethylpiperazin-1-yl]carbonyl}-6,6-dimethyl-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-amine (289 mg, 0.9 mmol) and 4-chloro-5-fluoro-2-methoxypyrimidine (257 mg, 2 eq) in 5 mL of 50% acetic acid in water was heated in a microwave for 30 min at 80° C. Purification as described in Example A1 afforded the title compound AA1 as a white powder (13.1 mg, 3%). See Table 1 below for NMR data.

Workup

  1. customPurification

Sources & evidence

ORD record
ord-19599724b38542be80d4da01b3a6ed5c
Source dataset
uspto-grants-2014_11
Patent number
US08877761B2

Reaction notes

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