4-(4-Methylpiperazine-1-carbonyl)phenylboronic acid → 1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(1-(4-(4-methylpiperazine-1-carbonyl)phenyl)isoquinolin-3-yl)cyclopropanecarboxamide

HRID 1471841Notes

Reaction equation

HRID 1471841 reaction equation
[F:1][C:2]1([F:33])[O:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]3([C:14]([NH:16][C:17]4[N:18]=[C:19]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[C:20]5[C:25]([CH:26]=4)=[CH:24][CH:23]=[CH:22][CH:21]=5)=[O:15])[CH2:13][CH2:12]3)=[CH:10][C:4]=2[O:3]1.BrC1C2C(=CC=CC=2)C=C(NC(C2(C3C=CC4OC(F)(F)OC=4C=3)CC2)=O)N=1.[CH3:62][N:63]1[CH2:68][CH2:67][N:66]([C:69](C2C=CC(B(O)O)=CC=2)=[O:70])[CH2:65][CH2:64]1>>[F:33][C:2]1([F:1])[O:6][C:5]2[CH:7]=[CH:8][C:9]([C:11]3([C:14]([NH:16][C:17]4[N:18]=[C:19]([C:27]5[CH:28]=[CH:29][C:30]([C:69]([N:66]6[CH2:67][CH2:68][N:63]([CH3:62])[CH2:64][CH2:65]6)=[O:70])=[CH:31][CH:32]=5)[C:20]5[C:25]([CH:26]=4)=[CH:24][CH:23]=[CH:22][CH:21]=5)=[O:15])[CH2:13][CH2:12]3)=[CH:10][C:4]=2[O:3]1

Participants

4

Reactant 3

HCID 129930424-(4-Methylpiperazine-1-carbonyl)phenylboronic acidHCID 57732996N-(1-Bromoisoquinolin-3-yl)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamideHCID 577330012,2-difluorobenzo[d][1,3]dioxol-5-yl-N-(1-phenylisoquinolin-3-yl)cyclopropanecarboxamide

Product 1

HCID 577330221-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(1-(4-(4-methylpiperazine-1-carbonyl)phenyl)isoquinolin-3-yl)cyclopropanecarboxamide

Procedure

1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-N-(1-phenylisoquinolin-3-yl)cyclopropanecarboxamide was made by the procedure shown above starting from N-(1-bromoisoquinolin-3-yl)-1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)cyclopropanecarboxamide and 4-(4-methylpiperazine-1-carbonyl)phenylboronic acid.

Sources & evidence

ORD record
ord-0dbff496d83d4363b4bfae3833bc212c
Source dataset
uspto-grants-2015_04
Patent number
US09012473B2

Reaction notes

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