Methanesulfonyl chloride → HCID 15718721, compound

HRID 1088699Notes

Reaction equation

HRID 1088699 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12](=[O:21])[CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:6][CH2:5]2.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>N1C=CC=CC=1>[CH3:22][S:23]([NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12](=[O:21])[CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:6][CH2:5]2)(=[O:25])=[O:24]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 15718718HCID 15718718, compound

Product 1

HCID 15718721HCID 15718721, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of Example 19 in pyridine (10 mL) at 0° C. is added dropwise methanesulfonyl chloride (0.86 mL). After 45 minutes at 0° C., the reaction is allowed to warm to room temperature and stirred an additional 30 minutes. The pyridine is removed and the residue taken up into CH2Cl2 and washed with 10% HCl. The organic phase is washed with brine, dried over MgSO4, filtered and concentrated. Chromatography on silica gel will provide the desired material.

Workup

  1. customThe pyridine is removed
  2. washwashed with 10% HCl
  3. washThe organic phase is washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-912e2554141a41dbabf29e01a2b25701
Source dataset
uspto-grants-1990_10
Patent number
US04963563

Reaction notes

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