HCID 59198061, compound → HCID 59198082, compound

HRID 2195722Notes

Reaction equation

HRID 2195722 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[C:20]([N+:22]([O-])=O)[CH:19]=[CH:18][C:17]=3[CH3:25])[N:10]=2)[CH:6]=[N:7][CH:8]=1.CC1C(NC2N=C(C3C=NC=C(N4CCCC4)C=3)C=CN=2)=CC(N)=CC=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[C:11]([NH:15][C:16]3[CH:21]=[C:20]([NH2:22])[CH:19]=[CH:18][C:17]=3[CH3:25])[N:10]=2)[CH:6]=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 59198061HCID 59198061, compoundHCID 59487107HCID 59487107, compound

Product 1

HCID 59198082HCID 59198082, compound

Procedure

N3-[4-(5-Methoxy-pyridin-3-yl)-pyrimidin-2-yl]-4-methyl-benzene-1,3-diamine 14 is prepared by hydrogenation of 13 using a similar protocol for the preparation of 10. 1H NMR (400 MHz, d6-DMSO) δ 8.90 (d, J=1.6 Hz, 1H), 8.71 (s, 1H), 8.51 (d, J=5.2 Hz, 1H), 8.45 (d, J=2.8 Hz, 1H), 8.01 (dd, J=2.0, 3.2 Hz, 1H), 7.43 (d, J=5.2 Hz, 1H), 6.91 (d, J=8.0 Hz, 1H), 6.87 (d, J=2.4 Hz, 1H), 6.38 (dd, J=2.4, 8.0 Hz, 1H), 4.87 (s, 2H), 3.95 (s, 3H), 2.12 (s, 3H). MS (m/z) (M+1)+: 308.1

Sources & evidence

ORD record
ord-1c69d616104a4cf59012825795f8302f
Source dataset
uspto-grants-2012_12
Patent number
US08338417B2

Reaction notes

Loading…