Quinoline-3-boronic acid → HCID 11998823, compound

HRID 545883Notes

Reaction equation

HRID 545883 reaction equation
Br[C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]1([C:20]3=[CH:21][C:22]4[O:26][CH2:25][O:24][C:23]=4[CH:27]=[C:19]3[O:18][CH2:17]1)[C:5](=[O:16])[N:6]2[CH2:11][CH2:12][CH:13]1[CH2:15][CH2:14]1.BrC1C=CC=[C:34]2[C:30]=1[C:31]1([C:47]3=[CH:48][C:49]4OCO[C:50]=4[CH:54]=[C:46]3OC1)C(=O)[N:33]2CCCCC.N1C2C(=CC=CC=2)C=C(B(O)O)C=1.CN(C)C1N=CC(B(O)O)=CC=1>>[CH:13]1([CH2:12][CH2:11][N:6]2[C:7]3[C:3](=[C:2]([C:30]4[CH:34]=[N:33][C:48]5[C:47]([CH:31]=4)=[CH:46][CH:54]=[CH:50][CH:49]=5)[CH:10]=[CH:9][CH:8]=3)[C:4]3([C:20]4=[CH:21][C:22]5[O:26][CH2:25][O:24][C:23]=5[CH:27]=[C:19]4[O:18][CH2:17]3)[C:5]2=[O:16])[CH2:14][CH2:15]1

Participants

5

Reactant 4

HCID 2734663Quinoline-3-boronic acidHCID 27632716-(Dimethylamino)pyridine-3-boronic acidHCID 592633394'-bromo-1'-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3'-indol]-2'(1'H)oneHCID 66642515HCID 66642515, compound

Product 1

HCID 11998823HCID 11998823, compound

Procedure

Following the procedure as described in EXAMPLE 4, and making non-critical variations using 4′-bromo-1′-(2-cyclopropylethyl)spiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one to replace 4′-bromo-1′-pentylspiro[furo[2,3-f][1,3]benzodioxole-7,3′-indol]-2′(1′H)-one, and quinolin-3-ylboronic acid to replace [6-(dimethylamino)pyridin-3-yl]boronic acid, the title compound was obtained: MS (ES+) m/z 477.5 (M+1)

Sources & evidence

ORD record
ord-b111b762819b4d2bb0ca6c0d08159d60
Source dataset
uspto-grants-2011_05
Patent number
US07935721B2

Reaction notes

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