Acetone ethanol → HCID 57556114, compound

HRID 1747197Notes

Reaction equation

HRID 1747197 reaction equation
[NH2:1][C:2]([NH:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])=[S:3].OC1OC(C2[CH:19]=[C:20]([NH:24][C:25]([NH2:27])=[S:26])[CH:21]=[CH:22][CH:23]=2)=NN=1.[CH3:28][CH2:29][OH:30].CC(C)=O>>[C:29]([NH:27][C:25]1[S:26][C:21]([C:22]2[N:1]=[C:2]([NH:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])[S:3][CH:23]=2)=[C:20]([CH3:19])[N:24]=1)(=[O:30])[CH3:28]

Participants

4

Reactant 3

HCID 21889777Acetone ethanolHCID 54208869HCID 54208869, compoundHCID 178514161HCID 178514161, compound2×

Product 1

HCID 57556114HCID 57556114, compound

Procedure

According to the general procedure 1, methyl 4-[(aminocarbothioyl)amino]butanoate (prepared from methyl 3-aminobutanoate, hydrochloride salt (Fluka), following procedure D) is added to a solution of N-[5-(bromoacetyl)-4-methyl-1,3-thiazol-2-yl]acetamide, hydrobromide salt (Intermediate 1) and TEA (3 eq) in EtOH/Acetone 2:1 mixture. The mixture is stirred for 5 hours at RT. The solvents are evaporated and the desired product is suspended in water, filtrated and dried under vacuo. Methyl 4-{[2′-(acetylamino)-4′-methyl-4,5′-bi-1,3-thiazol-2-yl]amino}butanoate is isolated as a yellow solid (166.00 mg; 83.63%).

Workup

  1. customThe solvents are evaporated
  2. filtrationfiltrated
  3. customdried under vacuo

Sources & evidence

ORD record
ord-c2519c300f54412ea63b26d517649f36
Source dataset
uspto-grants-2015_10
Patent number
US09150561B2

Reaction notes

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