Methanol → HCID 57572471, compound

HRID 1038282Notes

Reaction equation

HRID 1038282 reaction equation
[CH3:1][O:2][C:3]1[C:12]([C:13]([N:15]2[CH2:19][CH2:18][S:17][C:16]2=[S:20])=[O:14])=[CH:11][C:6]([C:7]([NH:9][CH3:10])=[O:8])=[CH:5][C:4]=1[C:21]([N:23]1CCS[C:24]1=S)=[O:22].CN.C(O)(C)C.CO>ClCCl>[CH3:1][O:2][C:3]1[C:12]([C:13]([N:15]2[CH2:19][CH2:18][S:17][C:16]2=[S:20])=[O:14])=[CH:11][C:6]([C:7]([NH:9][CH3:10])=[O:8])=[CH:5][C:4]=1[C:21]([NH:23][CH3:24])=[O:22]

Participants

6

Reactant 4

HCID 887MethanolHCID 3776IsopropanolHCID 6329MethylamineHCID 57572488HCID 57572488, compound

Product 1

HCID 57572471HCID 57572471, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of compound 6A in dichloromethane, a mixture of 1 mL methylamine solution (40% wt in water, d=0.902) and isopropanol (10 mL) was added dropwise over 48 h. The reaction mixture was applied directly onto a gradient flash silica column (1-5% methanol in dicholoromethane). The desired product was obtained as a thick, yellow oil. Yield 2.9 g (68% based on methylamine).

Workup

  1. additionwas added dropwise over 48 h

Sources & evidence

ORD record
ord-4e743e9710a1443b9dd78b5fa58f7249
Source dataset
uspto-grants-2013_10
Patent number
US08551453B2

Reaction notes

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