Hydrochloric Acid → HCID 71571942, compound

HRID 589403Notes

Reaction equation

HRID 589403 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([C:11]([NH:13][C:14]3[CH:35]=[CH:34][C:17]([CH2:18][N:19]4[C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[C:21]([CH2:28][C:29]([O:31]CC)=[O:30])=[N:20]4)=[CH:16][CH:15]=3)=[O:12])[CH:9]=[CH:10][C:2]1=2.O.[OH-].[Li+].O.Cl>O1CCCC1>[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([C:11]([NH:13][C:14]3[CH:35]=[CH:34][C:17]([CH2:18][N:19]4[C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[C:21]([CH2:28][C:29]([OH:31])=[O:30])=[N:20]4)=[CH:16][CH:15]=3)=[O:12])[CH:9]=[CH:10][C:2]1=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 89590296HCID 89590296, compound

Product 1

HCID 71571942HCID 71571942, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[1-[4-(2,3-dihydrobenzo[b][1,4]dioxin-6-carboxamido)benzyl]-1H-indazol-3-yl]acetate (260 mg, 0.551 mmol) was dissolved in tetrahydrofuran (20 mL), and in an ice bath, 10 mL aqueous solution dissolving lithium hydroxide monohydrate (70 mg, 1.67 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 241 mg, at a yield of 98.5%.

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-6e0bf520ce48444aa9840f402a1b4b63
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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