Morpholine → HCID 89545209, compound

HRID 1507497Notes

Reaction equation

HRID 1507497 reaction equation
[F:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[C:9]([NH:20][C@H:21]3[CH2:26][CH2:25][CH2:24][N:23]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:22]3)=[N:10][C:11](S(C)(=O)=O)=[N:12][C:13]=2[O:14][CH3:15])=[N:6][CH:7]=1.[NH:34]1[CH2:39][CH2:38][O:37][CH2:36][CH2:35]1>CC#N>[F:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[C:9]([NH:20][C@@H:21]3[CH2:26][CH2:25][CH2:24][N:23]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:22]3)=[N:10][C:11]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)=[N:12][C:13]=2[O:14][CH3:15])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 89545228HCID 89545228, compound

Product 1

HCID 89545209HCID 89545209, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

To (S)-tert-butyl 3-((5-fluoro-6′-methoxy-2′-(methylsulfonyl)-[2,5′-bipyrimidin]-4′-yl)amino)piperidine-1-carboxylate (0.05 g, 0.104 mmol) in MeCN (3.5 mL) was added morpholine (0.027 ml, 0.311 mmol) in a pressure tube. The reaction was heated to 100° C. for 18 h. Upon completion of the reaction, the solvent was removed and reaction was purified via column chromatography (0-50% EtOAc/Hex) to afford the desired product as a white solid. MS (m/z)=490 (M+H).

Workup

  1. customUpon completion of the reaction
  2. customthe solvent was removed
  3. customreaction
  4. customwas purified via column chromatography (0-50% EtOAc/Hex)

Sources & evidence

ORD record
ord-59d63289ce324ce78e4722cfba671f19
Source dataset
uspto-grants-2015_12
Patent number
US09221809B2

Reaction notes

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