2,6-Dichloropyridine → HCID 86721861, compound

HRID 1522315Notes

Reaction equation

HRID 1522315 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]2[C:15]([NH:21][CH2:22][CH:23]3[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)=[N:16][CH:17]=[N:18][C:19]=2[NH2:20])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:29][C:30]1[CH:35]=[CH:34][CH:33]=[C:32](Cl)[N:31]=1>>[Cl:29][C:30]1[N:31]=[C:32]([N:26]2[CH2:27][CH2:28][CH:23]([CH2:22][NH:21][C:15]3[C:14]([C:11]4[CH:12]=[CH:13][C:8]([O:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)=[CH:9][CH:10]=4)=[C:19]([NH2:20])[N:18]=[CH:17][N:16]=3)[CH2:24][CH2:25]2)[CH:33]=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 169892,6-DichloropyridineHCID 710928091415824-88-2

Product 1

HCID 86721861HCID 86721861, compoundYield 25%

Procedure

N4-((1-(6-chloropyridin-2-yl)piperidin-4-yl)methyl)-5-(4-phenoxyphenyl)pyrimidine-4,6-diamine was prepared from 5-(4-phenoxyphenyl)-N4-(piperidin-4-ylmethyl)pyrimidine-4,6-diamine and 2,6-dichloropyridine using Method B (25% yield). HPLC: 99%, RT: 5.214 min. MS: m/z=487 [M+H]+, RT=2.11 min. 1H-NMR (DMSO-d6) □(s, 1H), 7.44-7.36 (m, 3H), 7.20 (d, 2H), 7.15-6.95 (m, 8H), 6.69 (d, 1H), 6.52 (d, 1H), 4.14 (d, 2H), 3.18 (m, 2H), 2.71 (t, 2H), 1.77 (m, 1H), 1.56 (d, 2H), 0.98 (m, 2H).

Sources & evidence

ORD record
ord-f7ffc98de2e04bbbb2959311fcc576df
Source dataset
uspto-grants-2015_07
Patent number
US09073947B2

Reaction notes

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