Water → HCID 12150313, compound

HRID 1663315Notes

Reaction equation

HRID 1663315 reaction equation
Cl[CH2:2][C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[O:7][C:6]2[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=2[N:4]=1.[C:18]([O:22][C:23]([NH:25][CH:26]1[CH2:31][CH2:30][CH2:29][N:28]([C:32]2[N:33]([CH2:42][C:43]#[C:44][CH3:45])[C:34]3[C:39](=[O:40])[NH:38][N:37]=[CH:36][C:35]=3[N:41]=2)[CH2:27]1)=[O:24])([CH3:21])([CH3:20])[CH3:19].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:18]([O:22][C:23]([NH:25][CH:26]1[CH2:31][CH2:30][CH2:29][N:28]([C:32]2[N:33]([CH2:42][C:43]#[C:44][CH3:45])[C:34]3[C:39](=[O:40])[N:38]([CH2:2][C:3]4[C:9]5[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=5[O:7][C:6]5[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=5[N:4]=4)[N:37]=[CH:36][C:35]=3[N:41]=2)[CH2:27]1)=[O:24])([CH3:21])([CH3:20])[CH3:19]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 966862HCID 966862, compoundHCID 21088920HCID 21088920, compound

Product 1

HCID 12150313HCID 12150313, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

317 mg 11-chloromethyl-dibenzo[b,f][1,4]oxazepin are added to 400 mg 2-[3-(tert.-butyloxycarbonylamino)-piperidin-1-yl]-3-(2-butyn-1-yl)-3,5-dihydro-imidazo[4,5-d]pyridazin-4-one and 276 mg potassium carbonate in 4 ml N,N-dimethylformamide. The reaction mixture is stirred for two hours at 80° C. For working up it is combined with water and the precipitate formed is suction filtered. The crude product is purified by chromatography over a silica gel column with methylene chloride/methanol (100:0 to 70:30) as eluant.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. customThe crude product is purified by chromatography over a silica gel column with methylene chloride/methanol (100:0 to 70:30) as eluant

Sources & evidence

ORD record
ord-88d7c911cb67442f98eba3d6a1f0905c
Source dataset
uspto-grants-2011_10
Patent number
US08034941B2

Reaction notes

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