Methylamine → HCID 53723985, compound

HRID 1274197Notes

Reaction equation

HRID 1274197 reaction equation
I[CH2:2][CH:3]1[CH2:7][CH:6]([N:8]2[C:12]3[N:13]=[C:14]([S:27][CH2:28][CH2:29][CH3:30])[N:15]=[C:16]([NH:17][CH:18]4[CH2:20][CH:19]4[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:11]=3[N:10]=[N:9]2)[CH:5]([OH:31])[CH:4]1[OH:32].[CH3:33][NH2:34].C(OCC)(=O)C>CS(C)=O>[CH3:33][NH:34][CH2:2][CH:3]1[CH2:7][CH:6]([N:8]2[C:12]3[N:13]=[C:14]([S:27][CH2:28][CH2:29][CH3:30])[N:15]=[C:16]([NH:17][CH:18]4[CH2:20][CH:19]4[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:11]=3[N:10]=[N:9]2)[CH:5]([OH:31])[CH:4]1[OH:32]

Participants

5

Reactant 3

HCID 6329MethylamineHCID 8857Ethyl AcetateHCID 54193140HCID 54193140, compound

Product 1

HCID 53723985HCID 53723985, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of the product from step (c) (0.25 g) in dimethylsulphoxide (3mil) was treated with a 40% solution of aqueous methylamine (1 ml). The reaction mixture was allowed to stand for 18 hours at room temperature then poured into ethyl acetate (200 ml), washed with a saturated solution of aqueous brine (3×100 ml), dried and concentrated. Purification (SiO2, methanol:chloroform 1:4 as eluant) afforded the subtitle compound (0.27 g).

Workup

  1. washwashed with a saturated solution of aqueous brine (3×100 ml)
  2. customdried
  3. concentrationconcentrated
  4. customPurification (SiO2, methanol:chloroform 1:4 as eluant)

Sources & evidence

ORD record
ord-5f5f57692c2d4fc7bc57706086dc0806
Source dataset
uspto-grants-2000_12
Patent number
US06156756

Reaction notes

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