4-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine → HCID 22732363, compound

HRID 2084183Notes

Reaction equation

HRID 2084183 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1.Cl.Cl.[CH2:20]([O:22][C:23]1[CH:29]=[C:28]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[C:27]([O:36][CH2:37][CH3:38])=[CH:26][C:24]=1[NH2:25])[CH3:21]>>[CH2:20]([O:22][C:23]1[CH:29]=[C:28]([N:30]2[CH2:35][CH2:34][O:33][CH2:32][CH2:31]2)[C:27]([O:36][CH2:37][CH3:38])=[CH:26][C:24]=1[NH:25][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[N:3]=1)[CH3:21]

Participants

3

Reactant 2

HCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidineHCID 162128712,5-Diethoxy-4-(morpholin-4-yl)aniline--hydrogen chloride (1/2)

Product 1

HCID 22732363HCID 22732363, compound

Procedure

The title compound was prepared from a mixture of 4-chloro-2-(3-pyridinyl)-6-(trifluoromethyl)pyrimidine (50 mg, 0.193 mmol) and 2,5-diethoxy-4-morpholinoaniline dihydrochloride (98 mg, 0.290 mmol) similar to Example 117 and isolated as a brown oil (3 mg, 3%). 1H NMR (CDCl3): 9.64-9.63 (m, 1H), 8.74-8.69 (m, 2H), 7.42-7.38 (m, 1H), 7.33 (s, 1H), 6.83 (s, 1H), 6.60 (s, 1H), 4.13 (q, J=7.2 Hz, 4H), 3.92-3.89 (m, 4H), 3.14-3.11 (m, 4H), 1.26 (t, J=7.2 Hz, 6H).

Sources & evidence

ORD record
ord-3cc867fdc65e4837846159477a516ce8
Source dataset
uspto-grants-2004_04
Patent number
US06716851B2

Reaction notes

Loading…