Hydrochloric Acid → HCID 59367678, compound

HRID 2079803Notes

Reaction equation

HRID 2079803 reaction equation
[C:1]1([S:11]([N:14]2[CH2:19][CH:18]3[CH:16]([CH:17]3[NH:20][C:21]3[N:26]=CC(C(OCC)=O)=[CH:23][N:22]=3)[CH2:15]2)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH-:32].[Na+].Cl.[CH2:35]1[CH2:39][O:38]C[CH2:36]1>CO>[CH:10]1[C:5]2[C:4](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:3]=[CH:2][C:1]=1[S:11]([N:14]1[CH2:19][CH:18]2[CH:16]([CH:17]2[NH:20][C:21]2[N:26]=[CH:36][C:35]([C:39]([OH:38])=[O:32])=[CH:23][N:22]=2)[CH2:15]1)(=[O:13])=[O:12]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 66876043HCID 66876043, compound

Product 1

HCID 59367678HCID 59367678, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-{[3-(napthylsulfonyl)-3-azabicyclo[3.1.0]hex-6-yl]amino}pyrimidine-5-carboxylate (127 mg, 0.29 mmol) in THF (5 ml) and MeOH (1 ml) was added 1M NaOH (4 ml). The solution was stirred at r.t. for 2.5 h. The reaction mixture was acidified to pH˜⅚ with 2M HCl to give a white precipitate which was collected by filtration, washed with water and dried in vacuo to give the title compound as a white solid (105 mg, 88%). LC-MS purity 100%, m/z 411 [M+H]+.

Workup

  1. customto give a white precipitate which
  2. filtrationwas collected by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-20b693bbdeb2457b939458555404b8a6
Source dataset
uspto-grants-2011_04
Patent number
US07932246B2

Reaction notes

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