Methanol → HCID 57572474, compound

HRID 1038284Notes

Reaction equation

HRID 1038284 reaction equation
[CH2:1]([O:3][C:4](=[O:34])[CH2:5][CH2:6][NH:7][C:8](=[O:33])[C:9]1[CH:14]=[C:13]([C:15]([N:17]2[CH2:21][CH2:20][S:19][C:18]2=[S:22])=[O:16])[C:12]([O:23][CH3:24])=[C:11]([C:25]([N:27]2CCS[C:28]2=S)=[O:26])[CH:10]=1)[CH3:2].CN.C(O)(C)C.CO>ClCCl>[CH2:1]([O:3][C:4](=[O:34])[CH2:5][CH2:6][NH:7][C:8](=[O:33])[C:9]1[CH:14]=[C:13]([C:15]([N:17]2[CH2:21][CH2:20][S:19][C:18]2=[S:22])=[O:16])[C:12]([O:23][CH3:24])=[C:11]([C:25](=[O:26])[NH:27][CH3:28])[CH:10]=1)[CH3:2]

Participants

6

Reactant 4

HCID 887MethanolHCID 3776IsopropanolHCID 6329MethylamineHCID 57572489HCID 57572489, compound

Product 1

HCID 57572474HCID 57572474, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of compound 6B (2.3 g, 4.25 mmol) in dichloromethane, a mixture of 0.2 mL methylamine solution (40% wt in water, d=0.902) and 10 mL isopropanol was added dropwise over 24 h, the completeness of reaction was monitored by TLC. The reaction mixture was then directly applied onto a gradient flash silica column (1-5% methanol in dichloromethane). The desired product was obtained as a thick, yellow oil.

Workup

  1. additionwas added dropwise over 24 h
  2. customthe completeness of reaction

Sources & evidence

ORD record
ord-f0799eb9afc34e3694da36b3dc935f12
Source dataset
uspto-grants-2013_10
Patent number
US08551453B2

Reaction notes

Loading…