Acetonitrile → (1-Isobutyrylamino-cyclopentyl)-acetic acid

HRID 1158368

Reaction equation

HRID 1158368 reaction equation
C(N[C:5]1([CH2:10][C:11]([OH:13])=O)CCCC1)(=O)C.[NH2:14][C:15]1([CH2:20][C:21]([OH:23])=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16]1.[CH3:24]C#N.O.CC#N>O>[C:11]([NH:14][C:15]1([CH2:20][C:21]([OH:23])=[O:22])[CH2:19][CH2:18][CH2:17][CH2:16]1)(=[O:13])[CH:10]([CH3:5])[CH3:24]

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 162124932-(1-Aminocyclopentyl)acetic acidHCID 18373917Acetonitrile--water (1/1)2×HCID 451192642-(1-Acetamidocyclopentyl)acetic acid

Product 1

HCID 64671786(1-Isobutyrylamino-cyclopentyl)-acetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound is prepared analogously as described for (1-acetylamino-cyclopentyl)-acetic acid from (1-amino-cyclopentyl)-acetic acid. MS (LC-MS): [M+H]+=214.2. tR (HPLC, Waters Symmetry C18 column, 20-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 3.08 min.

Workup

  1. custom3.08 min.

Sources & evidence

ORD record
ord-930461ec19224d7ebad368c612174d8b
Source dataset
uspto-grants-2010_10
Patent number
US07807709B2

Linked notes

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