Water → HCID 21887532, compound

HRID 722940Notes

Reaction equation

HRID 722940 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([C:13]1[CH:23]=[CH:22][C:16]2[CH2:17][CH2:18][NH:19][CH2:20][CH2:21][C:15]=2[CH:14]=1)=[O:12].C(N(CC)CC)C.O>O1CCCC1>[Cl:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([C:13]1[CH:23]=[CH:22][C:16]2[CH2:17][CH2:18][N:19]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:20][CH2:21][C:15]=2[CH:14]=1)=[O:12]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21887245HCID 21887245, compound

Product 1

HCID 21887532HCID 21887532, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methylsulfonyl chloride (804 μl) was added to a solution of 5-chloro-1-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-1-pentanone (2.4 g) obtained in Reference Example 121 and triethylamine (1.67 ml) in tetrahydrofuran (30 ml). After stirring at room temperature for 60 minutes, water (50 g) was added, extracted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure to give a pale yellow solid (2.2 g). Further recrystallization from ethanol-diethyl ether afforded the title compound as colorless crystals (1.92 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-16fa72b64fdc4d14949149abc62b246e
Source dataset
uspto-grants-2006_11
Patent number
US07138533B2

Reaction notes

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