Acetic Acid → HCID 2779341, compound

HRID 1162547Notes

Reaction equation

HRID 1162547 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[NH2:8][CH2:9][CH2:10][C:11]#[N:12].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCCl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:12][CH2:11][CH2:10][C:9]#[N:8]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 16473-AminopropionitrileHCID 73642-ThiophenecarboxaldehydeHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 2779341HCID 2779341, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent2×

Procedure

3-[(Thiophen-2-ylmethyl)-amino]-propionitrile was prepared following general procedure D using thiophene-2-carboxaldehyde (477 μL, 98%, 5 mmol), 3-amino-propionitrile (373 μL, 99%, 5 mmol), 1 M acetic acid solution in DCE (6 mL), DCE (9 mL) and sodium triacetoxyborohydride (1.31 g, 97%, 6 mmol). The crude product was used without further purification. LCMS m/z: 167 (M+1)+.

Workup

  1. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-0310f50db1234b2798fa21297e5225bc
Source dataset
uspto-grants-2010_10
Patent number
US07820704B2

Reaction notes

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