(Butylamino)acetonitrile → (RS)-N-butyl-4-chloro-N-(cyanomethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxamide

HRID 930985Notes

Reaction equation

HRID 930985 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:22][CH2:23][C:24]#[N:25])[CH2:19][CH2:20][CH3:21]>>[CH2:18]([N:22]([CH2:23][C:24]#[N:25])[C:15]([CH:13]1[CH2:12][CH2:11][C:10]2[C:3]3[C:2]([Cl:1])=[N:7][CH:6]=[N:5][C:4]=3[S:8][C:9]=2[CH2:14]1)=[O:17])[CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 76373(Butylamino)acetonitrileHCID 17990077HCID 17990077, compound

Product 1

HCID 90015777(RS)-N-butyl-4-chloro-N-(cyanomethyl)-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-7-carboxamide

Procedure

300 mg (1.12 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 (butylamino)acetonitrile to give after working up and purification 280 mg (69%) of the title compound.

Workup

  1. customto give
  2. custompurification 280 mg (69%) of the title compound

Sources & evidence

ORD record
ord-9388160c06b84dc1a83c39fb4d8b83b9
Source dataset
uspto-grants-2016_03
Patent number
US09296757B2

Reaction notes

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