Dimethyl Sulfoxide → HCID 11949627, compound

HRID 2077083Notes

Reaction equation

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

Participants

Conditions

Temperature: 130 °C

Procedure

Compound A (13 g, 53 mmol), 2-(pyridin-3-yloxy)ethylamine (11 g, 80 mmol) and sodium hydrogencarbonate (45 g) were added to DMSO (130 ml), and the mixture was stirred at 130° C. for 20 hr. After stirring, the reaction mixture was added to cold water, and insoluble substance was filtrated (20 g). This was converted to hydrochloride to give the object compound of 2-(2-(pyridin-3-yloxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile dihydrochloride (15.5 g).

Workup

stirringAfter stirring
filtrationwas filtrated (20 g)

Sources & evidence

ORD record: ord-eb8fd9396688484d9adf5635fd6883e7
Source dataset: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07928126B2

Reaction notes

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