Dimethylamine → HCID 11988389, compound

HRID 1715297Notes

Reaction equation

HRID 1715297 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[N:12]=[C:13]([C:16](Cl)=[O:17])[S:14][CH:15]=2)=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].[CH3:19][NH:20][CH3:21].C(N(CC)CC)C>C1COCC1>[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[N:12]=[C:13]([C:16]([N:20]([CH3:21])[CH3:19])=[O:17])[S:14][CH:15]=2)=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 8471TriethylamineHCID 86621993HCID 86621993, compound

Product 1

HCID 11988389HCID 11988389, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2′-Acetylamino-4′-methyl-[4,5′]bithiazolyl-2-carbonyl chloride, prepared as in Step I of Example 13, described above, (110 mg; 0.36 mmol; 1 eq.) is dissolved in anhydrous THF (10 ml). Under nitrogen, dimethylamine (0.27 ml; 0.55 mmol; 1.5 eq) and triethylamine (0.08 ml; 0.55 mmol; 1.5 eq) are added. The reaction mixture is stirred at RT for 1 hour. The solvents are evaporated and the crude product is directly purified by preparative HPLC, affording Compound (61) as a white-off solid (65.0 mg; 57%).

Workup

  1. customThe solvents are evaporated
  2. customthe crude product is directly purified by preparative HPLC

Sources & evidence

ORD record
ord-7bd4e0584a23496cb6a6659525b2ec52
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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