Hydrochloric Acid → HCID 89590285, compound

HRID 589390Notes

Reaction equation

HRID 589390 reaction equation
[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[C:4]([NH:6][C:7]1[CH:29]=[CH:28][C:10]([CH2:11][N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([F:21])[CH:19]=3)[C:14]([CH2:22][C:23]([O:25]CC)=[O:24])=[N:13]2)=[CH:9][CH:8]=1)=[O:5].O.[OH-].[Li+].O.Cl>O1CCCC1>[F:1][C:2]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:3]=1[C:4]([NH:6][C:7]1[CH:29]=[CH:28][C:10]([CH2:11][N:12]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([F:21])[CH:19]=3)[C:14]([CH2:22][C:23]([OH:25])=[O:24])=[N:13]2)=[CH:9][CH:8]=1)=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 89590299HCID 89590299, compound

Product 1

HCID 89590285HCID 89590285, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[1-[4-(2,4-difluorobenzamido)benzyl]-6-fluoro-1H-indazol-3-yl]acetate (213 mg, 0.456 mmol) was dissolved in tetrahydrofuran (15 mL), and in an ice bath 10 mL aqueous solution dissolving lithium hydroxide monohydrate (58 mg, 1.38 mmol) was added. It was reacted at room temperature for 3 h, and the reaction was monitored to be complete by TLC. Water was added into the system, and adjusted to pH≈3-4 with diluted hydrochloric acid. A solid precipitated, which was filtered and dried to obtain a white solid 180 mg, at a yield of 89.9%.

Workup

  1. additionwas added
  2. customIt was reacted at room temperature for 3 h
  3. customA solid precipitated
  4. filtrationwhich was filtered
  5. customdried

Sources & evidence

ORD record
ord-80568ff5d5b74515888a3273937983b5
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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