2-Amino-4-chloropyrimidine → HCID 90312904, compound

HRID 1524040Notes

Reaction equation

HRID 1524040 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[N: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>>[NH2:9][C:10]1[N:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:29])[F:30])=[CH:24][C:23]=3[O:32][C:2]3[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[N:3]=3)=[CH:18][C:17]=2[F:33])=[CH:14][N:15]=1

Participants

3

Reactant 2

HCID 2233322-Amino-4-chloropyrimidineHCID 90313992HCID 90313992, compound

Product 1

HCID 90312904HCID 90312904, compound

Procedure

The title compound was prepared in a manner similar to that described in Example 555 using 4-chloropyrimidin-2-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 (500 MHz, CD3OD) δ 8.51-8.43 (d, J=1.3, 2H), 8.06-7.94 (d, J=5.7, 1H), 7.72-7.69 (m, 1H), 7.69-7.66 (m, 1H), 7.55 (s, 1H), 7.52-7.47 (m, 1H), 7.39-7.31 (m, 2H), 6.31-6.03 (d, J=5.7, 1H).

Sources & evidence

ORD record
ord-0da22726c12348208a74c1445bf75cbe
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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