Phenylboronic Acid → HCID 67387629, compound

HRID 905546Notes

Reaction equation

Br[C:2]1[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[C:7]2[O:14][CH:15]1[CH2:32][CH:31]2[N:17]([C:18](=[O:44])[N:19]([CH3:43])[CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH:25][CH:26]3[C:28]([C:34]([NH:36][S:37]([CH:40]4[CH2:42][CH2:41]4)(=[O:39])=[O:38])=[O:35])([NH:29][C:30]2=[O:33])[CH2:27]3)[CH2:16]1.[C:45]1(B(O)O)[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1.CC1C=CN=CC=1C1C(OC)=CC=C2C=1C=CN=C2OC1CC2N(C(=O)N(C)CCCCC=CC3C(C(NS(C4CC4)(=O)=O)=O)(NC2=O)C3)C1>>[C:45]1([C:2]2[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[C:8]3[C:3]=2[CH:4]=[CH:5][N:6]=[C:7]3[O:14][CH:15]2[CH2:32][CH:31]3[N:17]([C:18](=[O:44])[N:19]([CH3:43])[CH2:20][CH2:21][CH2:22][CH2:23][CH:24]=[CH:25][CH:26]4[C:28]([C:34]([NH:36][S:37]([CH:40]5[CH2:42][CH2:41]5)(=[O:38])=[O:39])=[O:35])([NH:29][C:30]3=[O:33])[CH2:27]4)[CH2:16]2)[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

Participants

Reactant 3

HCID 66827Phenylboronic Acid

HCID 67387922HCID 67387922, compound

HCID 67388011HCID 67388011, compound

Product 1

HCID 67387629HCID 67387629, compound

Procedure

The title product was prepared from N-[17-(5-bromo-6-methoxyisoquinolin-1-yloxy)-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl) sulfonamide (51, example 13) and benzeneboronic acid following the procedure described for N-[17-[5-(4-methyl-3-pyridyl)-6-methoxyisoquinolin-1-yloxy]-13-methyl-2,14-dioxo-3,13,15-triaza-tricyclo[13.3.0.04,6]octadec-7-ene-4-carbonyl](cyclopropyl)sulfonamide (52, Example 14): m/z=688 (M+H)+.

Sources & evidence

ORD record: ord-24773ab5fd41463a810e886b69c585d2
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012939B2

Reaction notes

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