Trimethyl orthoformate → HCID 178432021, compound

HRID 1890354Notes

Reaction equation

HRID 1890354 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.[CH:17](OC)(OC)OC>>[CH3:15][C:9]1([N:8]2[C:7]3=[N:6][C:5]([OH:16])=[CH:4][CH:3]=[C:2]3[N:1]=[CH:17]2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 178432409HCID 178432409, compound

Product 1

HCID 178432021HCID 178432021, compound

Procedure

From 5-amino-6-(1-methylcyclohexylamino)pyridin-2-ol and trimethyl orthoformate, prepared in a similar manner as the one described in Example 1.127, Step D, the title compound was obtained. LCMS m/z=232.20 [M+H]+. 1H NMR (400 MHz, methanol-d4) δ ppm 1.54-1.67 (m, 4H), 1.68-1.76 (m, 2H), 1.83 (s, 3H), 2.22-2.30 (m, 2H), 2.59-2.68 (m, 2H), 6.94 (d, J=8.8 Hz, 1H), 8.07 (d, J=8.8 Hz, 1H), 9.17 (s, 1H).

Sources & evidence

ORD record
ord-87b571793ab54dc7ad2800bffa3e184e
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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