4-(Dimethylamino)phenylboronic acid → HCID 5276023, compound

HRID 1788532Notes

Reaction equation

HRID 1788532 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:54](C3C=C4C(=CC=3)N=C(C3C=C(OC)C=CC=3Br)C=C4)=NC=2C=1)=O.CN(C)C1C=CC(B(O)O)=CC=1>>[CH:26]1([N:25]2[C:24]3[CH:32]=[CH:33][C:34]([C:36]([OH:38])=[O:37])=[CH:35][C:23]=3[N:22]=[C:21]2[C:16]2[CH:17]=[C:18]3[C:13](=[CH:14][CH:15]=2)[N:12]=[C:11]([C:10]2[C:5]([C:4]4[CH:41]=[CH:42][C:43]([N:53]([CH3:54])[CH3:52])=[CH:2][CH:3]=4)=[CH:6][CH:7]=[C:8]([O:39][CH3:40])[CH:9]=2)[CH:20]=[CH:19]3)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

Participants

4

Reactant 3

HCID 27343444-(Dimethylamino)phenylboronic acidHCID 5275992HCID 5275992, compoundHCID 68922215HCID 68922215, compound

Product 1

HCID 5276023HCID 5276023, compoundYield 26%

Procedure

Following the full procedure and workup for Compound 366, Compound 365b (100 mg, 0.175 mmol) was reacted with 4-dimethylaminophenylboronic acid (44 mg, 0.2625 mmol) to produce the title compound (27 mg, 26% yield).

Sources & evidence

ORD record
ord-1825744e8a6c407a8e7b798d3a65e5fe
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

Loading…