3-Bromothioanisole → 4-(3-Methylsulfanylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic Acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide

HRID 1354741

Reaction equation

[CH3:1][N:2]([CH3:32])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([N:17]3[CH2:22][CH:21]=[C:20](B4OC(C)(C)C(C)(C)O4)[CH2:19][CH2:18]3)=[O:16])=[CH:10][CH:9]=2)[CH2:4]1.Br[C:34]1[CH:35]=[C:36]([S:40][CH3:41])[CH:37]=[CH:38][CH:39]=1>>[CH3:32][N:2]([CH3:1])[CH:3]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([N:17]3[CH2:22][CH:21]=[C:20]([C:34]4[CH:39]=[CH:38][CH:37]=[C:36]([S:40][CH3:41])[CH:35]=4)[CH2:19][CH2:18]3)=[O:16])=[CH:10][CH:9]=2)[CH2:4]1

Participants

Reactant 2

HCID 27356273-Bromothioanisole

HCID 67147946HCID 67147946, compound

Product 1

HCID 588677794-(3-Methylsulfanylphenyl)-3,6-dihydro-2H-pyridine-1-carboxylic Acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide

Procedure

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid [4-(3-dimethylaminopyrrolidin-1-yl)phenyl]amide was reacted with 3-bromothioanisole by method O-a. This resulted in the product with the molecular weight of 436.62 (C25H32N4OS); MS (ESI): 437 (M+H+)

Workup

customThis resulted in the product with the molecular weight of 436.62 (C25H32N4OS)

Sources & evidence

ORD record: ord-20530463e29148e191de83273b8540f3
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07223788B2

Linked notes

Loading…