Water → HCID 178491849, compound

HRID 1371651Notes

Reaction equation

HRID 1371651 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH2:4][CH2:3]1.C(N(CC)CC)C.[NH2:20][C:21]1[C:26]([C:27]([C:29]2[C:34]([O:35][CH3:36])=[CH:33][CH:32]=[C:31]([F:37])[C:30]=2[F:38])=[O:28])=[CH:25][N:24]=[C:23](S(CC)(=O)=O)[N:22]=1.O>CN(C)C=O>[NH2:20][C:21]1[C:26]([C:27](=[O:28])[C:29]2[C:34]([O:35][CH3:36])=[CH:33][CH:32]=[C:31]([F:37])[C:30]=2[F:38])=[CH:25][N:24]=[C:23]([NH:1][C@H:2]2[CH2:7][CH2:6][C@H:5]([NH:8][S:9]([CH3:12])(=[O:11])=[O:10])[CH2:4][CH2:3]2)[N:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 11975080HCID 11975080, compoundHCID 18348422N-(4-aminocyclohexyl)methanesulfonamide

Product 1

HCID 178491849HCID 178491849, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

To a stirred solution of N-(4-amino-cyclohexyl)-methanesulfonamide, Example 122, (211 mg, 0.69 mmol) in dimethylformamide, triethylamine (40 μL, 2.87 mmol) and the compound of Example 103 (200 mg, 0.57 mmol) were added and the mixture was stirred at 90° C. for 1 hour. Then the mixture was poured into water and extracted with ethyl acetate, dried (sodium sulfate) and concentrated. The residue was chromatographed to give the product. 185 mg, 71%. MS(ES) (M+H)+=456.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried (sodium sulfate)
  3. concentrationconcentrated
  4. customThe residue was chromatographed
  5. customto give the product

Sources & evidence

ORD record
ord-459a656e2fdd4fffb9da836ecac1f1aa
Source dataset
uspto-grants-2007_01
Patent number
US07157455B2

Reaction notes

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