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

HRID 930983Notes

Reaction equation

HRID 930983 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.[CH3:18][O:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][CH3:25]>>[Cl:1][C:2]1[C:3]2[C:10]3[CH2:11][CH2:12][CH:13]([C:15]([N:22]([CH2:21][CH2:20][O:19][CH3:18])[CH2:23][CH2:24][CH3:25])=[O:17])[CH2:14][C:9]=3[S:8][C:4]=2[N:5]=[CH:6][N:7]=1

Participants

3

Reactant 2

HCID 12238049N-(2-Methoxyethyl)propylamineHCID 179900774-Chloro-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine-7-carboxylic acid

Product 1

HCID 90014760(RS)-4-chloro-N-(2-methoxyethyl)-N-propyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxamide

Procedure

300 mg (1.16 mmol) (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-(2-methoxyethyl)propan-1-amine to give after working up and purification 293 mg (71%) of the title compound.

Workup

  1. customto give
  2. custompurification 293 mg (71%) of the title compound

Sources & evidence

ORD record
ord-a2b56c2bdcd946a38ba6d182b9f235d8
Source dataset
uspto-grants-2016_03
Patent number
US09296757B2

Reaction notes

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