Methylamine → HCID 67766590, compound

HRID 1648437Notes

Reaction equation

HRID 1648437 reaction equation
C(O)(=O)C.Cl[C:6]1[C:26](=[O:27])[CH2:25][CH2:24][C@@:23]2([CH3:28])[C:7]=1[CH2:8][CH2:9][C@@H:10]1[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:29])[C@H:11]1[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:18])[CH2:16][OH:17].[CH3:30][NH2:31]>CO>[CH3:30][NH:31][C:6]1[C:26](=[O:27])[CH2:25][CH2:24][C@@:23]2([CH3:28])[C:7]=1[CH2:8][CH2:9][C@@H:10]1[C@@H:22]2[CH2:21][CH2:20][C@@:19]2([CH3:29])[C@H:11]1[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:18])[CH2:16][OH:17]

Participants

4

Reactant 2

HCID 6329Methylamine2×HCID 86745915HCID 86745915, compound

Product 1

HCID 67766590HCID 67766590, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To obtain the corresponding 4-methylamino compound, a suspension of (20S)-4-chloro-21-hydroxy-20-methylpregn-4-en-3-one acetate in methanol was mixed with 40% aqueous methylamine and refluxed for 30 minutes. Additional 40% aqueous methylamine was added and refluxing was continued for another 30 minutes. The solvent was then evaporated and the residue was purified as described above for the 4-amino compound to give (20S)-4-(methylamino)-21-hydroxy-20-methylpregn-4-en-3-one.

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperaturerefluxing
  3. customThe solvent was then evaporated
  4. customthe residue was purified

Sources & evidence

ORD record
ord-e1dd3133222c4ff088c8e4c8906e8353
Source dataset
uspto-grants-1995_07
Patent number
US05436237

Reaction notes

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