Dimethylamine, hydrochloride → HCID 178484455, compound

HRID 24748Notes

Reaction equation

HRID 24748 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10]/[C:11](=[C:18]2\[C:19](=[O:27])[NH:20][C:21]3[C:26]\2=[CH:25][CH:24]=[CH:23][CH:22]=3)/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1)([OH:3])=O.Cl.[CH3:29][NH:30][CH3:31].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1.C(N(C(C)C)C(C)C)C>CN(C=O)C.O>[CH3:29][N:30]([CH3:31])[C:1]([C:4]1[CH:5]=[CH:6][C:7]([NH:10]/[C:11](=[C:18]2\[C:19](=[O:27])[NH:20][C:21]3[C:26]\2=[CH:25][CH:24]=[CH:23][CH:22]=3)/[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:9]=1)=[O:3]

Participants

8

Reactant 5

HCID 10473Dimethylamine, hydrochlorideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 1785170884-[[(Z)-(2-oxo-1H-indol-3-ylidene)-phenylmethyl]amino]benzoic acid

Product 1

HCID 178484455HCID 178484455, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

285 mg (0.8 mmol) of (Z)-3-[1-(4-carboxyphenylamino)-1-phenyl-methylidene]-2-indolinone and 330 mg (4 mmol) of dimethylamine-hydrochloride are dissolved in 8 ml of DMF and after the addition of 385 mg (1.2 mmol) of TBTU, 184 mg (1.2 mmol) of HOBt and 1.03 g (8 mmol) of N-ethyl-N,N-diisopropylamine, the mixture is stirred for 14 hours at ambient temperature. The solution is diluted with water, the product precipitated is suction filtered, washed with water and ethanol and dried.

Workup

  1. customthe product precipitated
  2. filtrationfiltered
  3. washwashed with water and ethanol
  4. customdried

Sources & evidence

ORD record
ord-321179d5a058428eb58b602fed7a492f
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Reaction notes

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