1-Hydroxybenzotriazole → HCID 178473967, compound

HRID 1637965Notes

Reaction equation

HRID 1637965 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2].[C:14]1(=[O:34])[N:18]([CH2:19][C:20]2[CH:28]=[CH:27][C:23]([C:24](O)=[O:25])=[CH:22][CH:21]=2)[C:17](=[O:29])[C:16]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:15]12.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C.Cl>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:24]([OH:25])[C:23]2[CH:27]=[CH:28][C:20]([CH2:19][N:18]3[C:17](=[O:29])[C:16]4=[CH:30][CH:31]=[CH:32][CH:33]=[C:15]4[C:14]3=[O:34])=[CH:21][CH:22]=2)[C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 3237191-Acetylindolin-2-oneHCID 7475534-[(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl]benzoic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 178473967HCID 178473967, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to Example 10(a) from 1-acetyl-2-indolinone and 4-phthalimidomethyl-benzoic acid (melting point: 260-262° C.) in dry DMF in the presence of TBTU, HOBT and Hrinig's base (20° C., 4 hours), stirring in dilute hydrochloric acid, extracting with CH2Cl2, evaporating the dried organic extract in vacuo, triturating the evaporation residue with EtOac and drying the solid substance.

Workup

  1. extractionextracting with CH2Cl2
  2. customevaporating the dried
  3. extractionorganic extract in vacuo
  4. customtriturating the evaporation residue with EtOac
  5. customdrying the solid substance

Sources & evidence

ORD record
ord-663e3778c8944f07b78ddac3a2816c4e
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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