Hydrochloric Acid → HCID 178473974, compound

HRID 858298

Reaction equation

HRID 858298 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].[N:14]1[CH:19]=[CH:18][N:17]=[CH:16][C:15]=1[C:20](O)=[O:21].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.Cl>CN(C=O)C>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[C:20]([OH:21])[C:15]2[CH:16]=[N:17][CH:18]=[CH:19][N:14]=2)[C:5]1=[O:13])(=[O:3])[CH3:2]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 10472-Pyrazinecarboxylic acidHCID 81531DiisopropylethylamineHCID 3237191-Acetylindolin-2-oneHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate

Product 1

HCID 178473974HCID 178473974, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4.38 g 1-acetyl-2-indolinone, 3.41 g pyrazine-2-carboxylic acid, 8.83 g TBTU, 4.21 g HOBT-hydrate and 21.8 ml ethyldiisopropylamine are stirred in 70 ml DMF for 15 hours at ambient temperature. The mixture is poured onto 400 ml ice water and 10 ml of conc. hydrochloric acid and stirred for 1 hour. The precipitate is suction filtered, washed with water, stirred with methanol, suction filtered again, washed with methanol and dried at 100° C.

Workup

  1. filtrationfiltered
  2. washwashed with water
  3. stirringstirred with methanol, suction
  4. filtrationfiltered again
  5. washwashed with methanol
  6. customdried at 100° C.

Sources & evidence

ORD record
ord-7a56fe76223341628f39ab52bed4f6ba
Source dataset
uspto-grants-2006_12
Patent number
US07148249B2

Linked notes

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