4-Methylmorpholine → HCID 57593178, compound

HRID 1785430Notes

Reaction equation

HRID 1785430 reaction equation
CS([C:5]1[N:10]=[C:9]([N:11]2[C:16]3=[N:17][C:18]([C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:19][C:20](=[O:21])[N:15]3[CH2:14][CH2:13][CH2:12]2)[CH:8]=[CH:7][N:6]=1)(=O)=O.[NH2:28][CH:29]([CH3:39])[CH2:30][C:31]1[CH:32]=[C:33]([CH2:37][OH:38])[CH:34]=[CH:35][CH:36]=1.CN1CCOCC1>ClCCl.C(OCC)(=O)C>[OH:38][CH2:37][C:33]1[CH:32]=[C:31]([CH2:30][CH:29]([NH:28][C:5]2[N:10]=[C:9]([N:11]3[C:16]4=[N:17][C:18]([C:22]5[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=5)=[CH:19][C:20](=[O:21])[N:15]4[CH2:14][CH2:13][CH2:12]3)[CH:8]=[CH:7][N:6]=2)[CH3:39])[CH:36]=[CH:35][CH:34]=1

Participants

6

Reactant 3

HCID 79724-MethylmorpholineHCID 247215123-(2-Aminopropyl)benzyl alcoholHCID 57593124HCID 57593124, compound

Product 1

HCID 57593178HCID 57593178, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 9-(2-methanesulfonyl-pyrimidin -4-yl)-2-phenyl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (344 mg, 0.90 mmol), [3-(2-amino-propyl)-phenyl]-methanol (371 mg, 2.25 mmol), and N-methylmorpholine (8 mL) was heated to 100° C. for 20 h. Reaction was diluted with dichloromethane (15 mL) and ethyl acetate (40 mL), washed three times with water (50 mL) then saturated sodium chloride (10 mL). Organic dried over magnesium sulfate then concentrated to a oil under vacuum. Product purified on silica and isolated as a white solid. M+1=469.

Workup

  1. customReaction
  2. washwashed three times with water (50 mL)
  3. dry with materialOrganic dried over magnesium sulfate
  4. concentrationthen concentrated to a oil under vacuum
  5. customProduct purified on silica
  6. customisolated as a white solid

Sources & evidence

ORD record
ord-9d93330cbfb24dd48d5ecbd2a97476b6
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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