(2E)-4-(Dimethylamino)-2-butenoic acid hydrochloride → 3-({7-[(2E)-4-(Dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol

HRID 38578

Reaction equation

HRID 38578 reaction equation
[N:1]1[C:6]2[S:7][C:8]3[CH2:13][NH:12][CH2:11][CH2:10][C:9]=3[C:5]=2[C:4]([NH:14][C:15]2[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=2)=[N:3][CH:2]=1.Cl.[CH3:23][N:24]([CH3:31])[CH2:25]/[CH:26]=[CH:27]/[C:28](O)=[O:29]>>[CH3:23][N:24]([CH3:31])[CH2:25]/[CH:26]=[CH:27]/[C:28]([N:12]1[CH2:11][CH2:10][C:9]2[C:5]3[C:4]([NH:14][C:15]4[CH:16]=[C:17]([OH:21])[CH:18]=[CH:19][CH:20]=4)=[N:3][CH:2]=[N:1][C:6]=3[S:7][C:8]=2[CH2:13]1)=[O:29]

Participants

3

Reactant 2

HCID 45358758(2E)-4-(Dimethylamino)-2-butenoic acid hydrochlorideHCID 581167963-(5,6,7,8-Tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol

Product 1

HCID 581169503-({7-[(2E)-4-(Dimethylamino)but-2-enoyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-yl}amino)phenol

Procedure

In analogy to Example 89, the title compound was prepared from 3-(5,6,7,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-ylamino)phenol from Example 16A (52 mg, 0.18 mmol) and (2E)-4-(dimethylamino)but-2-enoic acid hydrochloride from Example 1A (41 mg, 0.25 mmol) to yield 7 mg (9%).

Workup

  1. customto yield 7 mg (9%)

Sources & evidence

ORD record
ord-c3bd88aada5f4bd897d5980b6bf8713f
Source dataset
uspto-grants-2013_09
Patent number
US08524722B2

Linked notes

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