(2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride → HCID 58116845, compound

HRID 38596Notes

Reaction equation

HRID 38596 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]2[C:22]([C:23]#[N:24])=[CH:21][N:20]=[C:19]3[S:25][C:26]4[CH2:27][NH:28][CH2:29][CH2:30][C:31]=4[C:18]=23)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1.Cl.[CH3:33][N:34]([CH3:41])[CH2:35]/[CH:36]=[CH:37]/[C:38](O)=[O:39]>>[Cl:1][C:2]1[CH:3]=[C:4]([NH:16][C:17]2[C:22]([C:23]#[N:24])=[CH:21][N:20]=[C:19]3[S:25][C:26]4[CH2:27][N:28]([C:38](=[O:39])/[CH:37]=[CH:36]/[CH2:35][N:34]([CH3:41])[CH3:33])[CH2:29][CH2:30][C:31]=4[C:18]=23)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 45358758(2E)-4-(Dimethylamino)-2-butenoic acid hydrochlorideHCID 581168904-{[3-Chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-5,6,7,8-tetrahydrothieno[2,3-b:5,4-c']dipyridine-3-carbonitrile

Product 1

HCID 58116845HCID 58116845, compound

Procedure

In analogy to Example 89, the title compound was prepared from 4-{[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}-5,6,7,8-tetrahydrothieno[2,3-b:5,4-c′]dipyridine-3-carbonitrile from Example 57A (100 mg, 0.22 mmol) and (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride from Example 1A (52 mg, 0.31 mmol) to yield 71 mg (53%).

Workup

  1. customto yield 71 mg (53%)

Sources & evidence

ORD record
ord-8a51dd9e98a648899cd80bcbf5f13976
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Reaction notes

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