Triethylamine → HCID 178473965, compound

HRID 2109016Notes

Reaction equation

HRID 2109016 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:13])[CH:11]=2)[CH2:6][C:5]1=[O:14])(=[O:3])[CH3:2].[I:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][CH:24]=1)[C:19](O)=[O:20].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>CN(C)C=O.O>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:13])[CH:11]=2)[C:6](=[C:19]([OH:20])[C:18]2[CH:22]=[CH:23][CH:24]=[C:16]([I:15])[CH:17]=2)[C:5]1=[O:14])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 120603-Iodobenzoic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 116441611-Acetyl-6-chloro-1,3-dihydro-2H-indol-2-one

Product 1

HCID 178473965HCID 178473965, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

10.5 g 1-acetyl-6-chloro-2-indolinone (educt V.1), 13.6 g 3-iodobenzoic acid and 17.7 g TBTU are placed in 100 ml of dimethylformamide, 35 ml triethylamine are added and the mixture is stirred for 12 hours at ambient temperature. After this time the solvent is eliminated, the residue is combined with water, suction filtered and washed with a little water, methanol and ether and dried in vacuo at 100° C.

Workup

  1. filtrationfiltered
  2. washwashed with a little water, methanol and ether
  3. customdried in vacuo at 100° C.

Sources & evidence

ORD record
ord-876d780ab8234cd5a96eb486e27c6a74
Source dataset
uspto-grants-2009_04
Patent number
US07514468B2

Reaction notes

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