Water → HCID 10001463, compound

HRID 2354929Notes

Reaction equation

HRID 2354929 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([C:16]3[C:24]4[C:19](=[CH:20][CH:21]=[C:22]([NH:25]S(C)(=O)=O)[CH:23]=4)[N:18]([CH2:30][C:31]([OH:33])=[O:32])[C:17]=3[CH3:34])=[CH:11][CH:12]=[N:13]2)=[CH:8][CH:7]=1.C(N(CC)CC)C.O>ClCCl>[C:1]([NH:25][C:22]1[CH:23]=[C:24]2[C:19](=[CH:20][CH:21]=1)[N:18]([CH2:30][C:31]([OH:33])=[O:32])[C:17]([CH3:34])=[C:16]2[C:10]1[C:9]2[C:14](=[CH:15][C:6]([Cl:5])=[CH:7][CH:8]=2)[N:13]=[CH:12][CH:11]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 10456102HCID 10456102, compound

Product 1

HCID 10001463HCID 10001463, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

Acetyl chloride (60 μl) was added to a solution of the product from Example 46 step a) and triethylamine (0.13 ml) in dichloromethane (3 ml) at 0° C. and stirred at 20° C. for 1 hour. Water was added and the mixture was extracted with dichloromethane. The organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, ethyl acetate as eluent) to give the sub-title compound (290 mg). M.p. 281-4° C.

Workup

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe organic extracts were dried (MgSO4)
  3. customevaporated
  4. custompurified by chromatography (silica, ethyl acetate as eluent)

Sources & evidence

ORD record
ord-432e1094c45f412a91a9b911a7628125
Source dataset
uspto-grants-2010_07
Patent number
US07754735B2

Reaction notes

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