(4-(Aminomethyl)phenyl)boronic acid → HCID 5276007, compound

HRID 1788543Notes

Reaction equation

HRID 1788543 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:41]=[CH:42][C:43]=1F)[C:5]1[C:10]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([C:21]4[N:25]([CH:26]5[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]5)[C:24]5[CH:32]=[CH:33][C:34]([C:36]([OH:38])=[O:37])=[CH:35][C:23]=5[N:22]=4)[CH:17]=3)[N:12]=2)=[CH:9][C:8]([O:39][CH3:40])=[CH:7][CH:6]=1.COC(C1C=C[C:52]2[N:53](C3CCCCC3)C(C3C=C4C(=CC=3)N=C(C3C=C(OC)C=CC=3Br)C=C4)=NC=2C=1)=O.NCC1C=CC(B(O)O)=CC=1>>[NH2:53][CH2:52][C:43]1[CH:2]=[CH:3][C:4]([C:5]2[C:10]([C:11]3[CH:20]=[CH:19][C:18]4[C:13](=[CH:14][CH:15]=[C:16]([C:21]5[N:25]([CH:26]6[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]6)[C:24]6[CH:32]=[CH:33][C:34]([C:36]([OH:38])=[O:37])=[CH:35][C:23]=6[N:22]=5)[CH:17]=4)[N:12]=3)=[CH:9][C:8]([O:39][CH3:40])=[CH:7][CH:6]=2)=[CH:41][CH:42]=1

Participants

4

Reactant 3

HCID 2734312(4-(Aminomethyl)phenyl)boronic acidHCID 5275992HCID 5275992, compoundHCID 68922215HCID 68922215, compound

Product 1

HCID 5276007HCID 5276007, compoundYield 46%

Procedure

Following the full procedure and workup for Compound 366, Compound 365b (100 mg, 0.175 mmol) was reacted with 4-aminomethylphenylboronic acid (49 mg, 0.2625 mmol) to produce the title compound (48 mg, 46% yield).

Sources & evidence

ORD record
ord-8350caabb43a419a964d0c03037cf9b0
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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