(2,3-Dichloro-4-pyridinyl)methanol → HCID 178429474, compound

HRID 577022Notes

Reaction equation

HRID 577022 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([CH2:9]O)[CH:5]=[CH:4][N:3]=1.BrCC1C=CN=C(Cl)C=1Cl.[CH3:21][C:22]1[N:27]=[C:26]([SH:28])[N:25]=[C:24]([OH:29])[CH:23]=1>>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([CH2:9][S:28][C:26]2[N:25]=[C:24]([OH:29])[CH:23]=[C:22]([CH3:21])[N:27]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 18506935(2,3-Dichloro-4-pyridinyl)methanolHCID 595893984-(Bromomethyl)-2,3-dichloropyridine2×HCID 178429541HCID 178429541, compound

Product 1

HCID 178429474HCID 178429474, compoundYield 78%

Procedure

(2,3-dichloropyridin-4-yl)methanol was converted to 4-(bromomethyl)-2,3-dichloropyridine. The reaction of 4-(bromomethyl)-2,3-dichloropyridine and 6-methyl-2-sulfanylpyrimidin-4-ol provided 2-{[(2,3-dichloropyridin-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol as a white solid (0.98 g, 78% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.21 (s, 3H), 3.82 (s, 3H), 4.47 (s, 2H), 6.04 (bs, 1H), 7.68 (d, J=4.7 Hz, 1H), 8.32 (d, J=4.7 Hz, 1H); M+ 302.2.

Sources & evidence

ORD record
ord-ae25ee969a574c8484ae420983a812be
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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