Acetonitrile → HCID 57431014, compound

HRID 2111510Notes

Reaction equation

HRID 2111510 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][NH:15][C:16](=[O:23])[CH2:17][O:18][CH2:19][C:20]([OH:22])=[O:21])=[N+]=[N-].C(#N)C>O>[NH2:1][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][NH:15][C:16](=[O:23])[CH2:17][O:18][CH2:19][C:20]([OH:22])=[O:21]

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 713579901-Azido-13-oxo-3,6,9,15-tetraoxa-12-azaheptadecan-17-oic acid

Product 1

HCID 57431014HCID 57431014, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 17-azido-5-oxo-6-aza-3,9,12,15-tetraoxaheptadecanoic acid (8.36 g, 25.0 mmol) in water (100 ml) was reduced using H2 (g)-Pd/C (10%). The reaction was run until LC-MS analysis showed complete conversion of starting material (column Vydac 218TP54; solvents: A=water/0.1% TFA and B=acetonitrile/0.1% TFA; gradient 4-16% B over 20 min; flow 1.0 ml/min; UV detection at 214 and 284 nm, ES ionisation giving M+H at 335 for starting material and 309 for the product). The solution was filtered and used directly in the next step.

Workup

  1. customUV detection at 214 and 284 nm, ES ionisation giving M+H at 335
  2. filtrationThe solution was filtered

Sources & evidence

ORD record
ord-f603b5348c4b4c5097196d0b8e40f5aa
Source dataset
uspto-grants-2009_04
Patent number
US07521419B2

Reaction notes

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