HCID 42604613, compound → HCID 24854975, compound

HRID 2365784Notes

Reaction equation

HRID 2365784 reaction equation
[Br:1][C:2]1[C:3]([O:12][CH2:13][CH2:14][C:15]2[S:19][CH:18]=[N:17][C:16]=2[CH3:20])=[C:4]([CH:7]=[C:8]([S:10][CH3:11])[CH:9]=1)[CH:5]=O.Cl.[NH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]1[NH:32][C:31]2[CH:33]=[CH:34][S:35][C:30]=2[C:29](=[O:36])[CH:28]=1>>[Br:1][C:2]1[C:3]([O:12][CH2:13][CH2:14][C:15]2[S:19][CH:18]=[N:17][C:16]=2[CH3:20])=[C:4]([CH:7]=[C:8]([S:10][CH3:11])[CH:9]=1)[CH2:5][NH:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]1[NH:32][C:31]2[CH:33]=[CH:34][S:35][C:30]=2[C:29](=[O:36])[CH:28]=1

Participants

3

Reactant 2

HCID 42604613HCID 42604613, compoundHCID 67345140HCID 67345140, compound

Product 1

HCID 24854975HCID 24854975, compound

Procedure

5-(3-{3-bromo-5-methylsulfanyl-2-[2-(4-methyl-thiazol-5-yl)-ethoxy]-benzylamino}-propylamino)-4H-thieno[3,2-b]pyridine-7-one was prepared by reductive amination of the aldehyde prepared in Example 4 with amine XVIII following method C, Scheme 1. 1H NMR (400 MHz, CD3OD) δ 8.75 (1H, s), 7.70 (1H, d), 7.41 (1H, s), 7.29 (1H, s), 6.98 (1H, d), 5.59 (1H, s), 4.13 (2H, t), 3.72 (2H, s), 3.33 (4H, m), 2.65 (2H, t), 2.46 (3H, s), 2.40 (3H, s), 1.73 (2H, d).

Sources & evidence

ORD record
ord-ed84e5f71fbb4623a7c79e55395876b5
Source dataset
uspto-grants-2014_04
Patent number
US08697720B2

Reaction notes

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