Phenylboronic Acid → [5-(1-Isopropyl-piperidin-4-yloxy)-1-phenyl-1H-indol-2-yl]-morpholin-4-yl-methanone

HRID 19866Notes

Reaction equation

HRID 19866 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15]([C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])=[CH:14]3)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[C:28]1(B(O)O)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH:1]([N:4]1[CH2:5][CH2:6][CH:7]([O:10][C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[N:16]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:15]([C:20]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)=[O:21])=[CH:14]3)[CH2:8][CH2:9]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 11717680(5-(1-isopropylpiperidin-4-yloxy)-1H-indol-2-yl)(morpholino)methanone2×

Product 1

HCID 16739558[5-(1-Isopropyl-piperidin-4-yloxy)-1-phenyl-1H-indol-2-yl]-morpholin-4-yl-methanone

Procedure

In analogy to the procedure described for the synthesis of example 6, the title compound was synthesized from [5-(1-isopropyl-piperidin-4-yloxy)-1H-indol-2-yl]-morpholin-4-yl-methanone (intermediate 2) and phenylboronic acid. The title compound was obtained in 77% yield as yellow foam. MS (m/e): 448.2 (MH+, 100%).

Workup

  1. customIn analogy to the procedure described for the synthesis of example 6

Sources & evidence

ORD record
ord-f294933856f744e086a15afd820f5d74
Source dataset
uspto-grants-2010_06
Patent number
US07745479B2

Reaction notes

Loading…