4-Amino-6-chloropyrimidine → 6-{[4'-(5-Aminopyrazin-2-yl)-3'-fluorobiphenyl-2-yl]sulfanyl}pyrimidin-4-amine hydrochloride

HRID 1523846Notes

Reaction equation

HRID 1523846 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([SH:20])=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:10][C:9]=2[F:21])=[N:6][CH:7]=1.[NH2:22][C:23]1[CH:28]=[C:27]([Cl:29])[N:26]=[CH:25][N:24]=1>>[ClH:29].[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[S:20][C:27]3[N:26]=[CH:25][N:24]=[C:23]([NH2:22])[CH:28]=3)=[CH:10][C:9]=2[F:21])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 2380124-Amino-6-chloropyrimidineHCID 1364991434'-(5-Aminopyrazin-2-yl)-5'-fluorobiphenyl-2-thiol

Product 1

HCID 903141106-{[4'-(5-Aminopyrazin-2-yl)-3'-fluorobiphenyl-2-yl]sulfanyl}pyrimidin-4-amine hydrochloride

Procedure

The title compound was prepared using analogous conditions to those described in Example 213 utilizing 4′-(5-aminopyrazin-2-yl)-3′-fluoro-[1,1′-biphenyl]-2-thiol and 4-amino-6-chloropyrimidine. MS (ESI): mass calcd. for C20H15FN6S, 390.11; m/z found, 391.1 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.29-8.25 (m, 3H), 7.94 (m 1H), 7.82 (d, J=7.4, 1H), 7.74 (m, 1H), 7.67-7.58 (m, 2H), 7.34-7.23 (m, 2H), 5.94 (s, 1H).

Sources & evidence

ORD record
ord-6749d888a5a949c783fa81c7afd7b527
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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