Water → HCID 178491849, compound

HRID 1435230Notes

Reaction equation

HRID 1435230 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 (200mg, 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-47b6a48e0ceb4302b4fc350af69d114a
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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