Hydrochloric Acid → HCID 59367641, compound

HRID 2079797Notes

Reaction equation

HRID 2079797 reaction equation
[N:1]1([CH:7]2[CH:12]3[CH:8]2[CH2:9][N:10]([C:13]2[N:18]=[CH:17][C:16]([C:19]([O:21]CC)=[O:20])=[CH:15][N:14]=2)[CH2:11]3)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>C1COCC1.O>[N:1]1([CH:7]2[CH:8]3[CH:12]2[CH2:11][N:10]([C:13]2[N:14]=[CH:15][C:16]([C:19]([OH:21])=[O:20])=[CH:17][N:18]=2)[CH2:9]3)[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 59367670HCID 59367670, compound

Product 1

HCID 59367641HCID 59367641, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(6-morpholin-4-yl-3-azabicyclo[3.1.0]hex-3-yl)pyrimidine-5-carboxylate (16 mg, 0.05 mmol) was dissolved in THF (1 ml) and a solution of 6M NaOH in water (0.5 ml) was added. The reaction was stirred at r.t. for 18 h. More 6M NaOH (0.5 ml) was added and the reaction stirred for a further 24 h. The reaction mixture was evaporated to leave only the aqueous portion, which was acidified to pH˜1 using 10% aq. HCl, then evaporated to dryness and used in the next step without further purification. LCMS purity 100%, m/z 291 [M+H]+.

Workup

  1. stirringthe reaction stirred for a further 24 h
  2. customThe reaction mixture was evaporated
  3. customto leave only the aqueous portion, which
  4. customevaporated to dryness
  5. customused in the next step without further purification

Sources & evidence

ORD record
ord-6dfe7fba8d6c4cbeaf779e027e9074ca
Source dataset
uspto-grants-2011_04
Patent number
US07932246B2

Reaction notes

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