2-Methoxybenzylamine → 4-[(2-Methoxybenzyl)amino]-6-oxo-2-(3-thienylmethyl)-1,6-dihydropyrimidine-5-carbonitrile

HRID 414991Notes

Reaction equation

CS[C:3]1[N:4]=[C:5]([CH2:12][C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)[NH:6][C:7](=[O:11])[C:8]=1[C:9]#[N:10].[CH3:18][O:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH2:23]>>[CH3:18][O:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH:23][C:3]1[N:4]=[C:5]([CH2:12][C:13]2[CH:17]=[CH:16][S:15][CH:14]=2)[NH:6][C:7](=[O:11])[C:8]=1[C:9]#[N:10]

Participants

Reactant 2

HCID 812922-Methoxybenzylamine

HCID 584079424-(Methylsulphanyl)-6-oxo-2-(3-thienylmethyl)-1,6-dihydropyrimidine-5-carbonitrile

Product 1

HCID 1359951214-[(2-Methoxybenzyl)amino]-6-oxo-2-(3-thienylmethyl)-1,6-dihydropyrimidine-5-carbonitrile

Procedure

In analogy to the preparation of Example 1, 100 mg (0.38 mmol) of 4-(methylsulphanyl)-6-oxo-2-(3-thienylmethyl)-1,6-dihydropyrimidine-5-carbonitrile are reacted with 521 mg (3.80 mmol) of 2-methoxybenzylamine to give 62 mg (46% of theory) of the title compound.

Sources & evidence

ORD record: ord-ae32a30f961b4dab9603253cca3122d9
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088769B2

Reaction notes

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