N-(2-Methoxyethyl)ethylamine → (RS)-4-chloro-N-ethyl-N-(2-methoxyethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxamide

HRID 930989Notes

Reaction equation

HRID 930989 reaction equation
[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][CH:13]([C:15]([OH:17])=O)[CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:18]([NH:20][CH2:21][CH2:22][O:23][CH3:24])[CH3:19]>>[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][CH:13]([C:15]([N:20]([CH2:18][CH3:19])[CH2:21][CH2:22][O:23][CH3:24])=[O:17])[CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 546877N-(2-Methoxyethyl)ethylamineHCID 179900774-Chloro-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-7-carboxylic acid

Product 1

HCID 90014971(RS)-4-chloro-N-ethyl-N-(2-methoxyethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxamide

Procedure

300 mg (1.12 mol) (RS)-4-chloro-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxylic acid (prepared according to intermediate example 31b) were transformed in analogy to example 3 using N-ethyl-2-methoxyethanamine to give after working up and purification 317 mg (80%) of the title compound.

Workup

  1. customto give
  2. custompurification 317 mg (80%) of the title compound

Sources & evidence

ORD record
ord-82eb6dc8338b45549d41b224cc4d4333
Source dataset
uspto-grants-2016_03
Patent number
US09296757B2

Reaction notes

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