Hydrochloric Acid → HCID 46832757, compound

HRID 1516458Notes

Reaction equation

HRID 1516458 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]1[C:15]2[C:7](=[CH:8][C:9]([F:16])=[C:10]3[C:14]=2[CH2:13][CH2:12][O:11]3)[NH:6][C:5]=1C(O)=O.Cl.[OH-].[Na+]>>[F:16][C:9]1[CH:8]=[C:7]2[C:15]([C:4]([CH2:3][CH2:2][NH2:1])=[CH:5][NH:6]2)=[C:14]2[C:10]=1[O:11][CH2:12][CH2:13]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58307561HCID 58307561, compound

Product 1

HCID 46832757HCID 46832757, compoundYield 50.2%

Procedure

Compound 11 (55 mg, 0.208 mmol) was refluxed with 10% HCl for 2 h. After cooling the resulting solution was made alkaline with 30% NaOH. It was extracted with ethyl acetate. The organic layer was concentrated to yield the desired compound, 2-(4-fluoro-1,6-dihydro-2H-3-oxa-6-aza-as-indacen-8-yl)-ethylamine (XII, R1═R2═R3═H, X═F, 23 mg, yield 50%).

Workup

  1. temperatureAfter cooling the resulting solution
  2. extractionIt was extracted with ethyl acetate
  3. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-5a0e75aa4df249f8a8d7bbc0395d2efb
Source dataset
uspto-grants-2012_07
Patent number
US08227501B2

Reaction notes

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