Sodium Hydroxide → HCID 9799603, compound

HRID 1723924Notes

Reaction equation

HRID 1723924 reaction equation
[N:1]1([C:7]2[CH:27]=[CH:26][C:10]([C:11]([NH:13][C:14]3[C:15]4[S:21][C:20]([C:22]([O:24]C)=[O:23])=[CH:19][C:16]=4[NH:17][N:18]=3)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[N:1]1([C:7]2[CH:27]=[CH:26][C:10]([C:11]([NH:13][C:14]3[C:15]4[S:21][C:20]([C:22]([OH:24])=[O:23])=[CH:19][C:16]=4[NH:17][N:18]=3)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11603433HCID 11603433, compound

Product 1

HCID 9799603HCID 9799603, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A mixture of methyl 3-[(4-morpholin-4-ylbenzoyl)amino]-1H-thieno[3,2-c]pyrazole-5-carboxylate (2.3 g, 6 mmol) and aqueous sodium hydroxide (12.5 ml of a 2N solution)in MeOH (50 ml) was heated for 8 h at 50° C. After cooling the methanol was removed by evaporation under reduced pressure, water (5 ml) was added, and the pH was adjusted at 7 by adding aqueous hydrochloric acid. The precipitate was separated by filtration, washed with water and ethyl ether, and dryed at 50° C. under vacuum. 2.2 g of title compound were obtained. LC-MS, chromatographic method A, Rt 2.06, [M+H]+ 373.

Workup

  1. customwas removed by evaporation under reduced pressure, water (5 ml)
  2. additionwas added
  3. additionby adding aqueous hydrochloric acid
  4. customThe precipitate was separated by filtration
  5. washwashed with water and ethyl ether
  6. customdryed at 50° C. under vacuum

Sources & evidence

ORD record
ord-4a6cde95e83443b09837fdadeff052f4
Source dataset
uspto-grants-2009_02
Patent number
US07485661B2

Reaction notes

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