Boronic Acid → [4-(6'-Methylamino-[2,2';4',3'']terpyridin-5''-yl)-phenyl]-piperazin-1-yl-methanone

HRID 1798491Notes

Reaction equation

HRID 1798491 reaction equation
[CH:1]([NH:4][C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:8]=[C:7]([C:17]2[CH:18]=[N:19][CH:20]=[C:21]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([N:31]4[CH2:36][CH2:35][N:34](C(C)C)[CH2:33][CH2:32]4)=[O:30])=[CH:25][CH:24]=3)[CH:22]=2)[CH:6]=1)(C)C.C(N1CCN(C(C2C=CC(B3OC(C)(C)C(C)(C)O3)=CC=2)=O)CC1)(C)C.B(O)O>>[CH3:1][NH:4][C:5]1[N:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)[CH:8]=[C:7]([C:17]2[CH:18]=[N:19][CH:20]=[C:21]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([N:31]4[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]4)=[O:30])=[CH:27][CH:28]=3)[CH:22]=2)[CH:6]=1

Participants

4

Reactant 3

HCID 61668Boronic AcidHCID 68732771[4-(6'-Isopropylamino-[2,2';4',3'']terpyridin-5''-yl)-phenyl]-(4-isopropyl-piperazin-1-yl)-methanoneHCID 68756040(4-Isopropyl-piperazin-1-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone2×

Product 1

HCID 44136481[4-(6'-Methylamino-[2,2';4',3'']terpyridin-5''-yl)-phenyl]-piperazin-1-yl-methanone

Procedure

This compound is prepared analogously to [4-(6′-Isopropylamino-[2,2′;4′,3″]terpyridin-5″-yl)-phenyl]-(4-isopropyl-piperazin-1-yl)-methanone (Example 2.46) by replacing (4-Isopropyl-piperazin-1-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (Intermediate B4) with the appropriate boronic acid.

Sources & evidence

ORD record
ord-5f18bfd163d54b6bb6119635054275b7
Source dataset
uspto-grants-2013_01
Patent number
US08343966B2

Reaction notes

Loading…