Potassium Iodide → HCID 18548764, compound

HRID 1266857Notes

Reaction equation

HRID 1266857 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:9]=[C:10]([C:14]3[CH2:20][C:19](=[O:21])[NH:18][C:17]4[CH:22]=[C:23]([N:26]5[CH:30]=[CH:29][CH:28]=[CH:27]5)[CH:24]=[CH:25][C:16]=4[N:15]=3)[CH:11]=[CH:12][CH:13]=2)[S:6][CH:7]=1.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1.[I-].[K+]>CO.O>[N:31]1([CH2:2][C:3]2[N:4]=[C:5]([C:8]3[CH:9]=[C:10]([C:14]4[CH2:20][C:19](=[O:21])[NH:18][C:17]5[CH:22]=[C:23]([N:26]6[CH:30]=[CH:29][CH:28]=[CH:27]6)[CH:24]=[CH:25][C:16]=5[N:15]=4)[CH:11]=[CH:12][CH:13]=3)[S:6][CH:7]=2)[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

6

Reactant 3

HCID 4875Potassium IodideHCID 8083MorpholineHCID 18548722HCID 18548722, compound

Product 1

HCID 18548764HCID 18548764, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 4-[3-(4-(chloromethyl)-thiazol-2-yl)-phenyl]-8-pyrrol-1-yl-1,3-dihydro-benzo[b][1,4]diazepin-2-one (cf. Example 35) (65 mg, 0.15 mmol), morpholine (0.11 mL, 1.2 mmol) and potassium iodide (5 mg, 0.03 mmol) in methanol (1 mL) was heated to 40° C. for 1 h. The mixture was diluted with H2O and the precipitate formed was collected by filtration and chromatographed on silica gel using EtOAc/methanol (10:1) as eluent to give the title compound as a light-brown solid.

Workup

  1. customthe precipitate formed
  2. filtrationwas collected by filtration
  3. customchromatographed on silica gel

Sources & evidence

ORD record
ord-fb8544ae38da46729e340850e086e5c5
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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