Water → HCID 68689967, compound

HRID 2244284Notes

Reaction equation

HRID 2244284 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=4[CH2:19][N:18]4[CH:26]=[CH:27][CH:28]=[C:17]4[CH2:16]3)=[O:14])=[CH:9][C:8]=2[S:29]([NH2:32])(=[O:31])=[O:30])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Cl:33][C:34]([Cl:39])([Cl:38])[C:35](Cl)=[O:36].O>O1CCOCC1>[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]([N:15]3[C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=4[CH2:19][N:18]4[C:26]([C:35](=[O:36])[C:34]([Cl:39])([Cl:38])[Cl:33])=[CH:27][CH:28]=[C:17]4[CH2:16]3)=[O:14])=[CH:9][C:8]=2[S:29]([NH2:32])(=[O:30])=[O:31])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 6420Trichloroacetyl chlorideHCID 68686425HCID 68686425, compound

Product 1

HCID 68689967HCID 68689967, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution containing 0.77 g (0.0017 mol) of 2-morpholin-4-yl-5-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)benzenesulfonamide of Step B and 0.62 g (0.0034 mol) of trichloroacetyl chloride in 50 mL of 1,4-dioxane was heated under reflux for 3 hrours. The solution was allowed to cool to room temperature and then poured into 750 mL of water with stirring. The solid was collected, washed and dries to provide the title compound (0.88 g), m.p. 165-167° C. dec.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hrours
  3. customThe solid was collected
  4. washwashed

Sources & evidence

ORD record
ord-5bea159ef04e46828f9909574760e0db
Source dataset
uspto-grants-2010_03
Patent number
US07678787B2

Reaction notes

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