HCID 68008520, compound → HCID 71295071, compound

HRID 868820Notes

Reaction equation

HRID 868820 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([O:16][CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)=[C:12]([CH:15]=2)[C:13]#[N:14])[CH:5]=[CH:4][N:3]=1.[O:23]1[CH2:28][CH:27]=[C:26]([C:29]2[CH:30]=[CH:31][C:32]([NH2:35])=[N:33][CH:34]=2)[CH2:25][CH2:24]1>>[O:23]1[CH2:24][CH:25]=[C:26]([C:29]2[CH:30]=[CH:31][C:32]([NH:35][C:2]3[CH:7]=[C:6]([C:8]4[CH:9]=[CH:10][C:11]([O:16][CH:17]5[CH2:22][CH2:21][O:20][CH2:19][CH2:18]5)=[C:12]([CH:15]=4)[C:13]#[N:14])[CH:5]=[CH:4][N:3]=3)=[N:33][CH:34]=2)[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 68008520HCID 68008520, compoundHCID 86729187HCID 86729187, compound

Product 1

HCID 71295071HCID 71295071, compoundYield 23%

Procedure

With 5-(2-chloropyridin-4-yl)-2-(tetrahydropyran-4-yloxy)benzonitrile and the 5-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-ylamine prepared, 5-{2-[5-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-ylamino]pyridin-4-yl}-2-(tetrahydropyran-4-yloxy)benzonitrile is obtained in 23% yield under the Buchwald-Hartwig conditions indicated; HPLC-MS Rt. [min] 1.717; HPLC-MS [M+H] 455;

Sources & evidence

ORD record
ord-af2819fb5410443f86c6ca48a9cd6501
Source dataset
uspto-grants-2015_03
Patent number
US08969335B2

Reaction notes

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