Acetamidine monohydrochloride → 2-[4-(2-Methyl-5-pyridin-4-yl-pyrimidin-4-yl)-phenoxymethyl]-quinoline

HRID 33836

Reaction equation

HRID 33836 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:13]3[CH:30]=[CH:29][C:16]([O:17][CH2:18][C:19]4[CH:28]=[CH:27][C:26]5[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=5)[N:20]=4)=[CH:15][CH:14]=3)=[N:9][CH:10]=[N:11][CH:12]=2)=[CH:3][CH:2]=1.Cl.[C:32](N)(=N)C>>[CH3:32][C:10]1[N:9]=[C:8]([C:13]2[CH:30]=[CH:29][C:16]([O:17][CH2:18][C:19]3[CH:28]=[CH:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20]=3)=[CH:15][CH:14]=2)[C:7]([C:4]2[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=2)=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 67170Acetamidine monohydrochlorideHCID 116610912-[4-(5-Pyridin-4-yl-pyrimidin-4-yl)-phenoxymethyl]-quinoline

Product 1

HCID 114951142-[4-(2-Methyl-5-pyridin-4-yl-pyrimidin-4-yl)-phenoxymethyl]-quinoline

Procedure

Following the procedure for the preparation of 2-[4-(5-Pyridin-4-yl-pyrimidin-4-yl)-phenoxymethyl]-quinoline but substituting acetamidine hydrochloride provide the title compound. 1H NMR (400 MHz, CDCl3) δ 9.21 (s, 1H), 8.63 (S, 1H), 8.58(m, 2 H), 8.17 (d, J=8.7 Hz, 1H), 8.04 (d, J=8.7 Hz, 1H), 7.81 (d, J=8.3 Hz, 1 H), 7.70 (m, 1 H), 7.60 (d, J=8.3 Hz, 1H), 7.52 (m, 1H), 7.37 (m, 2H) 7.15 (d, J=6.2, 2H), 6.93 (d, J=9.1 Hz, 2H), 5.35 (s, 2H); MS: (M+H m/z=405.2).

Sources & evidence

ORD record
ord-293bfd1ea3214064b0b0114b62af48f7
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Linked notes

Loading…