Methylamine → HCID 54197070, compound

HRID 613837Notes

Reaction equation

HRID 613837 reaction equation
[CH3:1][N:2]1[C:6]([CH2:7][C@H:8]([NH:13][C:14](=[O:38])[CH:15]([CH2:27][C:28]2[C:37]3[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=3)[CH:31]=[CH:30][CH:29]=2)[CH2:16][C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)[C:9](OC)=[O:10])=[CH:5][N:4]=[CH:3]1.[CH3:39][NH2:40]>CO.O1CCCC1>[CH3:39][NH:40][C:9]([C@@H:8]([NH:13][C:14](=[O:38])[CH:15]([CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1)[CH2:27][C:28]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:31]=[CH:30][CH:29]=1)[CH2:7][C:6]1[N:2]([CH3:1])[CH:3]=[N:4][CH:5]=1)=[O:10]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 15458442HCID 15458442, compound

Product 1

HCID 54197070HCID 54197070, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 611 mg (1.2 mmol) of the product from Example 6 in 20 mL MeOH and 10 mL tetrahydrofuran was cooled in ice and saturated with gaseous methylamine. The cooling was removed and the solution allowed to stir at room temperature overnight. The solvent was removed under reduced pressure and the residue triturated with acetonitrile to give 529 mg of the pure product, mp 250-252° C. The structure was confirmed by NMR and mass spectroscopy; (m+H)+ =505.

Workup

  1. customThe cooling was removed
  2. customThe solvent was removed under reduced pressure
  3. customthe residue triturated with acetonitrile

Sources & evidence

ORD record
ord-9a9923a840c24e0c9dd15a3f45c9cd33
Source dataset
uspto-grants-1999_12
Patent number
US06008372

Reaction notes

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