HCID 12951525, compound → HCID 53742088, compound

HRID 464338Notes

Reaction equation

HRID 464338 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1)[CH3:6].CS[C:15]1[NH:20][C:19](=[O:21])[C:18]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[CH:17][N:16]=1>N1C=CC=CC=1>[CH3:6][N:5]([CH2:4][CH2:3][CH2:2][NH:1][C:15]1[NH:20][C:19](=[O:21])[C:18]([CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[CH:17][N:16]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 12951525HCID 12951525, compoundHCID 20262876N-(3-Aminopropyl)-N-methylpyridin-2-amine

Product 1

HCID 53742088HCID 53742088, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-[N-(3-aminopropyl)-N-methylamino]pyridine (1.98 g) and 2-methylthio-5-(4-hydroxybenzyl)pyrimid-4-one (2.48 g) were heated together under reflux in pyridine (5 ml) for 24 hr. After stripping, the residue was triturated with water (pH adjusted to 7.0 with 2N hydrochloric acid). Recrystallisation from ethanol/water and again from methanol gave 2-[3-(N-methyl-N-pyrid-2-ylamino)propyl-amino]-5-(4-hydroxybenzyl) pyrimid-4-one, 2.4 g (66%) mp 109°-11° C. (analytical sample from methanol).

Workup

  1. customthe residue was triturated with water (
  2. customRecrystallisation from ethanol/water

Sources & evidence

ORD record
ord-a7b0736573d3426482a03bd4395dc92b
Source dataset
uspto-grants-1985_10
Patent number
US04547506

Reaction notes

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