Water → HCID 59367622, compound

HRID 2079801Notes

Reaction equation

HRID 2079801 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][CH:12]1[CH:17]2[CH:13]1[CH2:14][N:15]([C:18]1[N:23]=[CH:22][C:21]([C:24]([O:26]CC)=[O:25])=[CH:20][N:19]=1)[CH2:16]2.O>C1COCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH:11][CH:12]1[CH:13]2[CH:17]1[CH2:16][N:15]([C:18]1[N:23]=[CH:22][C:21]([C:24]([OH:26])=[O:25])=[CH:20][N:19]=1)[CH2:14]2

Participants

4

Reactant 2

HCID 962WaterHCID 59367564HCID 59367564, compound

Product 1

HCID 59367622HCID 59367622, compoundYield 30.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[6-(quinolin-2-ylamino)-3-azabicyclo[3.1.0]hex-3-yl]pyrimidine-5-carboxylate (0.98 mmol) was stirred in THF (10 ml) and H2O (10 ml) at r.t. for 64 h. The reaction was then acidified to pH˜3 and the solvent removed in vacuo to give a brown solid. The solid was collected and washed with a little H2O to give the title compound as a brown solid (103 mg, 30% over 3 steps). LCMS purity 90%, m/z 348 [M+H]+.

Workup

  1. customthe solvent removed in vacuo
  2. customto give a brown solid
  3. customThe solid was collected
  4. washwashed with a little H2O

Sources & evidence

ORD record
ord-6da11ffedefd49bcab71003bb737ba88
Source dataset
uspto-grants-2011_04
Patent number
US07932246B2

Reaction notes

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