4-Heptanamine → HCID 86755661, compound

HRID 1279260Notes

Reaction equation

HRID 1279260 reaction equation
[NH2:1][CH:2]([CH2:6][CH2:7][CH3:8])CCC.[S:9]([O:19][C:20]1[C:25]([N+:26]([O-:28])=[O:27])=[C:24](OS(C2C=CC(C)=CC=2)(=O)=O)[N:23]=[C:22]([CH3:40])[N:21]=1)([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10].[CH:41](N(CC)C(C)C)([CH3:43])[CH3:42]>ClCCl>[CH2:42]([N:1]([CH2:2][CH2:6][CH2:7][CH3:8])[C:24]1[N:23]=[C:22]([CH3:40])[N:21]=[C:20]([O:19][S:9]([C:12]2[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=2)(=[O:11])=[O:10])[C:25]=1[N+:26]([O-:28])=[O:27])[CH2:41][CH3:43]

Participants

5

Reactant 3

HCID 386654-HeptanamineHCID 81531DiisopropylethylamineHCID 11408984HCID 11408984, compound

Product 1

HCID 86755661HCID 86755661, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-Aminoheptane (2.5 g) was added to a solution of 4,6-ditosyloxy-2-methyl-5-nitropyrimidine (10.5 g) and N,N-diisopropylethylamine (3.8 mL) in dichloromethane (219 mL). The reaction was stirred under nitrogen for 5 h at room temperature and then extracted with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated to yield N-(1-propyl)butyl-2-methyl-5-nitro-4-tosyloxypyrimidin-6-amine as a pale yellow solid (9.1 g)

Workup

  1. extractionextracted with water
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-229b536ce1084fe596b9540e57ac9990
Source dataset
uspto-grants-2002_09
Patent number
US06448261B1

Reaction notes

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