1,3-Benzodioxol-5-amine → HCID 10155412, compound

HRID 1765178Notes

Reaction equation

HRID 1765178 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.[CH2:18]1[O:27][C:26]2[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][C:20]=2[O:19]1>>[CH2:18]1[O:27][C:26]2[CH:25]=[CH:24][C:22]([NH:23][C:2]3[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:5]=[C:4]([C:12]4[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=4)[N:3]=3)=[CH:21][C:20]=2[O:19]1

Participants

3

Reactant 2

HCID 843101,3-Benzodioxol-5-amineHCID 14859904-Chloro-2-(pyridin-3-yl)-6-(trifluoromethyl)pyrimidine

Product 1

HCID 10155412HCID 10155412, 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 3,4-methylenedioxyaniline (53 mg, 0.386 mmol) similar to Example 58 and isolated as a light brown solid (37 mg, 53%). 1H NMR (CDCl3): 9.63 (dd, J=0.9, 1.8 Hz, 1H), 8.73–8.68 (m, 2H), 7.43–7.39 (m, 1H), 6.93 (s, 1H), 6.88 (d, J=8.1 Hz, 2H), 6.83 (dd, J=1.8, 8.1 Hz, 1H), 6.77 (s, 1H), 6.06 (s, 2H).

Sources & evidence

ORD record
ord-8be2f8b197f047f7b7433d81b97484b9
Source dataset
uspto-grants-2007_06
Patent number
US07226927B2

Reaction notes

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