HCID 46841467, compound → HCID 46841465, compound

HRID 2178271Notes

Reaction equation

HRID 2178271 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[NH:10][C:11]([N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[C:20]([C:23]3[N:28]=[C:27]([C:29]([OH:31])=[O:30])[C:26]([O:32][CH2:33][CH2:34][O:35][C:36]4[CH:41]=[CH:40][CH:39]=[C:38]([NH:42]C(OC(C)(C)C)=O)[CH:37]=4)=[CH:25][CH:24]=3)[CH:21]=2)[CH2:16][CH2:15][CH2:14]1)=[O:12]>CS(C)=O>[NH2:42][C:38]1[CH:37]=[C:36]([CH:41]=[CH:40][CH:39]=1)[O:35][CH2:34][CH2:33][O:32][C:26]1[C:27]([C:29]([OH:31])=[O:30])=[N:28][C:23]([C:20]2[CH:21]=[C:22]3[C:17]([CH2:16][CH2:15][CH2:14][N:13]3[C:11](=[O:12])[NH:10][C:2]3[S:1][C:5]4[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=4[N:3]=3)=[CH:18][CH:19]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 1

HCID 46841467HCID 46841467, compound

Product 1

HCID 46841465HCID 46841465, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound 3-(2-(3-aminophenoxy)ethoxy)-6-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)picolinic acid (42) was prepared by the following procedure: compound 3-(2-(3-aminophenoxy)ethoxy)-6-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)picolinic acid (42) was prepared following a similar procedure as that described in example 34, except 6-(1-(Benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-3-(2-(3-(tert-butoxycarbonylamino)phenoxy)ethoxy)picolinic acid (42G) was used instead of 6-(1-(Benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)-3-(3-((3-(tert-butoxycarbonylamino)phenoxy)methyl)phenyl)picolinic acid (34E) in step 6 of example 34. 1H NMR (300 MHz, DMSO)S 8.29 (1H, s), 7.97 (1H, d), 7.81 (1H, d), 7.77 (1H, d), 7.68 (1H, dd), 7.46 (1H, m, br), 7.37 (1H, dt), 7.29-7.12 (3H, m), 6.61-6.50 (3H, m), 4.47 (2H, t), 4.28 (2H, t), 3.94 (2H, t), 2.81 (2H, t), 1.94 (2H, m). MS (ESI(+)): m/z 582.1 (M+H).

Workup

  1. customThe title compound 3-(2-(3-aminophenoxy)ethoxy)-6-(1-(benzo[d]thiazol-2-ylcarbamoyl)-1,2,3,4-tetrahydroquinolin-7-yl)picolinic acid (42) was prepared by the following procedure

Sources & evidence

ORD record
ord-0416f31dd7d54fb583c2da64b471044d
Source dataset
uspto-grants-2015_06
Patent number
US09067928B2

Reaction notes

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