Hydrochloric Acid → HCID 71572045, compound

HRID 589404Notes

Reaction equation

HRID 589404 reaction equation
[O:1]1[CH:6]([C:7]([NH:9][C:10]2[CH:31]=[CH:30][C:13]([CH2:14][N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]([CH2:24][C:25]([O:27]CC)=[O:26])=[N:16]3)=[CH:12][CH:11]=2)=[O:8])[CH2:5][O:4][C:3]2[CH:32]=[CH:33][CH:34]=[CH:35][C:2]1=2.O.[OH-].[Li+].O.Cl>O1CCCC1>[O:1]1[CH:6]([C:7]([NH:9][C:10]2[CH:31]=[CH:30][C:13]([CH2:14][N:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[C:17]([CH2:24][C:25]([OH:27])=[O:26])=[N:16]3)=[CH:12][CH:11]=2)=[O:8])[CH2:5][O:4][C:3]2[CH:32]=[CH:33][CH:34]=[CH:35][C:2]1=2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 90449103HCID 90449103, compound

Product 1

HCID 71572045HCID 71572045, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[1-[4-(2,3-dihydrobenzo[b][1,4]dioxin-2-carboxamido)benzyl]-1H-indazol-3-yl]acetate (160 mg, 0.339 mmol) was dissolved in tetrahydrofuran (20 mL), and in an ice bath, 10 mL aqueous solution dissolving lithium hydroxide monohydrate (43 mg, 1.02 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 145 mg, at a yield of 96.5%.

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-64cec2ba0c904998bfe2a5be122a4dd5
Source dataset
uspto-grants-2016_01
Patent number
US09233098B2

Reaction notes

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