Sodium Carbonate → HCID 178510883, compound

HRID 1672349Notes

Reaction equation

HRID 1672349 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]=[C:13]([CH2:22][C:23]#[N:24])[N:14]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[Cl:21])[C:5]=3[C:4]=2[CH:3]=1.Cl.[NH2:26][OH:27].C(=O)([O-])[O-].[Na+].[Na+]>O.CN(C=O)C>[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][C:6]3[N:12]=[C:13]([CH2:22][C:23]([NH:26][OH:27])=[NH:24])[N:14]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=4[Cl:21])[C:5]=3[C:4]=2[CH:3]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 10428129HCID 10428129, compound

Product 1

HCID 178510883HCID 178510883, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The title compound is prepared in analogy to Example 86, starting from 500 mg (1.415 mmol) of [8-chloro-1-(2-chloro-phenyl)-1H-imidazo[4,5-]quinolin-2-yl]-acetonitrile (Example 85), 590 mg (8.5 mmol) hydroxylamin hydrochloride, 495 mg (4.67 mmol) sodium carbonate in 2.8 ml water and 11.5 ml DMF. mp: 114° C.; MS: 386 (M++1); HPLC: tret=70.40 min (Grad 1).

Workup

  1. customtret=70.40 min (Grad 1)

Sources & evidence

ORD record
ord-9efdeb4a43ee4f268eb8a6ef3e4d43a2
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

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