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

HRID 1523847Notes

Reaction equation

HRID 1523847 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]=[CH:27][N:26]=[C:25]([Cl:29])[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:25]3[N:24]=[C:23]([NH2:22])[CH:28]=[CH:27][N:26]=3)=[CH:10][C:9]=2[F:21])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 3457522-Chloro-4-aminopyrimidineHCID 1364991434'-(5-Aminopyrazin-2-yl)-5'-fluorobiphenyl-2-thiol

Product 1

HCID 903144772-{[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-2-chloropyrimidine. MS (ESI): mass calcd. for C20H15FN6S, 390.11; m/z found, 390.9 [M+H]+. 1H NMR (400 MHz, CD3OD) δ 8.31 (m, 1H), 8.16 (s, 1H), 7.88 (m, 1H), 7.83-7.75 (m, 2H), 7.71-7.63 (m, 1H), 7.58-7.52 (m, 2H), 7.32-7.21 (m, 2H), 6.37 (d, J=7.2, 1H).

Sources & evidence

ORD record
ord-8fb57fa50ce24fffb31c6631fb3af9a7
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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