HCID 44464434, compound → HCID 44464433, compound

HRID 453271Notes

Reaction equation

HRID 453271 reaction equation
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([N:13]3[C:17]([CH3:18])=[CH:16][C:15]([O:19][CH2:20][CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)=[N:14]3)=[CH:10]2)=[CH:5][CH:4]=1>Cl>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([N:13]3[C:17]([CH3:18])=[CH:16][C:15]([O:19][CH2:20][CH2:21][N:22]4[CH2:23][CH2:24][O:25][CH2:26][CH2:27]4)=[N:14]3)=[CH:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 1

HCID 44464434HCID 44464434, compound

Product 1

HCID 44464433HCID 44464433, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4-{2-[1-(7-methoxynaphthalen-2-yl)-5-methyl-1H-pyrazol-3-yloxy]ethyl}morpholine chlorhydrate (1.3 g, 3.24 mmol) in HCl conc. (20 ml) was heated at 90° C. during 6 hrs, it was cooled down and evaporated to dryness in a rotavapor. The remaining crude oil was stirred with ethyl ether and the resulting solid precipitate was filtered; washed with more ethyl ether, and dried yielding 1.2 g (95%) of 4-{2-[1-(7-hydroxynaphthalen-2-yl)-5-methyl-1H-pyrazol-3-yloxy]ethyl}morpholine chlorhydrate in the form of a white solid with a m.p.=103-107° C.

Workup

  1. temperatureit was cooled down
  2. customevaporated to dryness in a rotavapor
  3. filtrationthe resulting solid precipitate was filtered
  4. washwashed with more ethyl ether
  5. customdried

Sources & evidence

ORD record
ord-51bc61c26f964246b659ec346a275b2d
Source dataset
uspto-grants-2013_07
Patent number
US08492425B2

Reaction notes

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