HCID 86594983, compound → HCID 86594984, compound

HRID 1759719Notes

Reaction equation

HRID 1759719 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[S:35])[NH:10][C@H:11]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:12][NH:13][C:14](=[O:27])[C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[CH:17][CH:16]=2)=[CH:4][CH:3]=1>ClC1C=CC=CC=1.ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:8]=[C:9]([NH:10][C@H:11]([C:28]([O:30][C:31]([CH3:32])([CH3:34])[CH3:33])=[O:29])[CH2:12][NH:13][C:14](=[O:27])[C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][C:23]([O:25][CH3:26])=[O:24])=[CH:17][CH:16]=3)[S:35][C:6]=2[CH:7]=1

Participants

4

Reactant 1

HCID 86594983HCID 86594983, compound

Product 1

HCID 86594984HCID 86594984, compoundYield 28.1%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 7964ChlorobenzeneSolvent

Conditions

Temperature
4 °C

Procedure

0.05 ml of SO2Cl2 is added to a solution of 250 mg of 11-1 in 5 ml of chlorobenzene cooled down to approximately 4° C., the temperature is allowed to rise to 20° C. and a further 0.05 ml of SO2Cl2 is added. The reaction medium is then diluted in dichloromethane and washed, the organic phase is dried, and evaporation is carried out under reduced pressure until a dry extract is obtained which is purified by chromatography, eluting with a CH2Cl2/AcOEt mixture 85/15. 70 mg of expected product is obtained.

Workup

  1. customto rise to 20° C.
  2. washwashed
  3. customthe organic phase is dried
  4. customevaporation
  5. extractionextract
  6. customis obtained which
  7. customis purified by chromatography
  8. washeluting with a CH2Cl2/AcOEt mixture 85/15

Sources & evidence

ORD record
ord-7962c5ea30ea4a51821b760718673196
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

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