Acetonitrile → HCID 117875552, compound

HRID 1525130Notes

Reaction equation

HRID 1525130 reaction equation
[CH2:1]([O:8][C:9](=[O:15])[NH:10][CH2:11][C@@H:12]1[CH2:14][O:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]([O:20][C:21]([N:23]1[CH2:27][CH2:26][C@H:25]([CH2:28]CN)[CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17].CC#[N:33]>>[C:16]([O:20][C:21]([N:23]1[CH2:27][CH2:26][C@@H:25]([CH2:28][NH:33][CH2:14][C@H:12]([OH:13])[CH2:11][NH:10][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:15])[CH2:24]1)=[O:22])([CH3:17])([CH3:18])[CH3:19]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 11031219(S)-TERT-BUTYL 3-(2-AMINOETHYL)PYRROLIDINE-1-CARBOXYLATEHCID 87949867HCID 87949867, compound

Product 1

HCID 117875552HCID 117875552, compoundYield 63%

Procedure

The title compound was prepared in analogy to Example 17, step 17.1, starting from [(2R)-oxiranylmethyl]-carbamic acid benzyl ester (5.17 g; prepared according to WO 2004/002973) and (S)-3-aminoethylpyrrolidine-1-carboxylic acid tert-butyl ester (5.00 g; commercial) in MeCN (120 mL), affording a colourless oil (6.4 g; 63% yield).

Workup

  1. customaffording a colourless oil (6.4 g; 63% yield)

Sources & evidence

ORD record
ord-403c715ca4cb40c6ab49d1900ce41ff1
Source dataset
uspto-grants-2015_07
Patent number
US09079922B2

Reaction notes

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