Methylamine → HCID 59564571, compound

HRID 2096267Notes

Reaction equation

HRID 2096267 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH2:8][C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[CH:24]=[N:25][C:26](S(C)(=O)=O)=[N:27][CH:28]=3)[CH2:13][CH2:12]2)=[O:10])[N:3]=1.CN.C[CH2:36][N:37](C(C)C)C(C)C>C(O)(C)C>[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH2:8][C:9]([N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[CH:24]=[N:25][C:26]([NH:37][CH3:36])=[N:27][CH:28]=3)[CH2:13][CH2:12]2)=[O:10])[N:3]=1

Participants

5

Reactant 3

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 59564353HCID 59564353, compound

Product 1

HCID 59564571HCID 59564571, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The above sulfone (40 mg, 0.088 mmol) is added to a 0.5-2 mL Biotage microwave tube followed by methylamine (2M in THF, 0.22 mL, 0.44 mmol), Hunig's base (0.045 mL, 0.264 mmol) and isopropanol (1 mL). The reaction is carried out in a microwave oven at 175° C. for 15 min. After cooling, the mixture is filtered and purified via prep-HPLC. Removal of the solvent gives the title compound as colorless foam (15 mg).

Workup

  1. temperatureAfter cooling
  2. filtrationthe mixture is filtered
  3. custompurified via prep-HPLC
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-bfc810e115134079961ef585bfe0224a
Source dataset
uspto-grants-2013_05
Patent number
US08450317B2

Reaction notes

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