2-Methylthio-5-cyclohexylmethylpyrimid-4-one → 2-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-cyclohexylmethylpyrimid-4-one

HRID 464370Notes

Reaction equation

HRID 464370 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:6][CH2:7][CH3:8].CS[C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)=[CH:19][N:18]=1>N1C=CC=CC=1>[CH2:6]([N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:17]1[NH:22][C:21](=[O:23])[C:20]([CH2:24][CH:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)=[CH:19][N:18]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 127838372-Methylthio-5-cyclohexylmethylpyrimid-4-oneHCID 201866052-[N-(3-aminopropyl)-N-propylamino]pyridine

Product 1

HCID 202628882-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-cyclohexylmethylpyrimid-4-one

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-[N-(3-aminopropyl)-N-propylamino]pyridine (1.09 g) and 2-methylthio-5-cyclohexylmethylpyrimid-4-one (0.9 g) were heated together under reflux in pyridine (2.5 ml) for 28 hr. After stripping, the residue was triturated with ether and crystallized twice from ethanol/water to give 2-[3-(N-propyl-N-pyrid-2-ylamino)propylamino]-5-cyclohexylmethylpyrimid-4-one 0.5 H2O, 1.14 g (78%) m.p. 103°-106° C.

Workup

  1. customthe residue was triturated with ether
  2. customcrystallized twice from ethanol/water

Sources & evidence

ORD record
ord-c89ba68b10ea477c817b0d2de2c4b65b
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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