Trimethyl orthoacetate → HCID 178432224, compound

HRID 1890352Notes

Reaction equation

HRID 1890352 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([OH:16])=[N:6][C:7]=1[NH:8][C:9]1([CH3:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[C:17](OC)(OC)(OC)[CH3:18]>>[CH3:17][C:18]1[N:8]([C:9]2([CH3:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[C:7]2=[N:6][C:5]([OH:16])=[CH:4][CH:3]=[C:2]2[N:1]=1

Participants

3

Reactant 2

HCID 15050Trimethyl orthoacetateHCID 178432409HCID 178432409, compound

Product 1

HCID 178432224HCID 178432224, compound

Procedure

From 5-amino-6-(1-methylcyclohexylamino)pyridin-2-ol and trimethyl orthoacetate, prepared in a similar manner as the one described in Example 1.127, Step D, the title compound was obtained. LCMS m/z=246.10 [M+H]+. 1H NMR (400 MHz, methanol-d4) δ ppm 1.52-1.58 (m, 1H), 1.67-1.78 (m, 5H), 1.90 (s, 3H), 2.48-2.52 (m, 2H), 2.75-2.82 (m, 2H), 3.02 (s, 3H), 6.91 (d, J=8.8 Hz, 1H), 7.98 (d, J=8.8 Hz, 1H).

Sources & evidence

ORD record
ord-c8cb84618ccd45abab88e009f7173104
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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