4-Amino-6-chloropyrimidine → HCID 90314197, compound

HRID 1524041Notes

Reaction equation

HRID 1524041 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH2:8])[CH:3]=1.[NH2:9][C:10]1[N:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[C:23]([OH:32])=[CH:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=3)=[CH:18][C:17]=2[F:33])=[CH:12][N:11]=1>>[NH2:8][C:4]1[N:5]=[CH:6][N:7]=[C:2]([O:32][C:23]2[CH:24]=[C:25]([C:28]([F:29])([F:30])[F:31])[CH:26]=[CH:27][C:22]=2[C:19]2[CH:20]=[CH:21][C:16]([C:13]3[CH:12]=[N:11][C:10]([NH2:9])=[N:15][CH:14]=3)=[C:17]([F:33])[CH:18]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 2380124-Amino-6-chloropyrimidineHCID 90313992HCID 90313992, compound

Product 1

HCID 90314197HCID 90314197, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 555 using 6-chloropyrimidin-4-amine and 4′-(2-aminopyrimidin-5-yl)-3′-fluoro-4-(trifluoromethyl)biphenyl-2-ol. MS (ESI): mass calcd. for C21H14F4N6O, 442.12; m/z found, 443.0 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.60-8.54 (d, J=1.3, 2H), 8.11-8.07 (d, J=0.9, 1H), 7.82-7.69 (m, 2H), 7.60 (s, 1H), 7.59-7.52 (m, 1H), 7.47-7.36 (m, 2H), 5.95-5.88 (d, J=0.9, 1H).

Sources & evidence

ORD record
ord-c13bddcf218a46eba6f129c822fe974b
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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