Hexane → HCID 58452350, compound

HRID 70683Notes

Reaction equation

HRID 70683 reaction equation
[CH:1]1([C:4]2[CH:5]=[CH:6][C:7]([CH:12]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][CH2:26][CH2:25][C:24]=4[CH:28]=3)[CH2:13][C@@H:14]3[NH:18][C:17](=[O:19])[CH2:16][CH2:15]3)=[N:8][C:9]=2[O:10]C)[CH2:3][CH2:2]1.CCCCCC>C(O)C>[CH:1]1([C:4]2[C:9](=[O:10])[NH:8][C:7]([CH:12]([C:20]3[CH:21]=[CH:22][C:23]4[O:27][CH2:26][CH2:25][C:24]=4[CH:28]=3)[CH2:13][C@H:14]3[CH2:15][CH2:16][C:17](=[O:19])[NH:18]3)=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 8058HexaneHCID 67398915HCID 67398915, compound

Product 1

HCID 58452350HCID 58452350, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An (R,S) mixture of the title compound was obtained as a yellow amorphous (78 mg) by performing substantially the same reaction as in Examples 4-207 and 4-208(3) except for using (5R)-5-[2-(5-cyclopropyl-6-methoxypyridin-2-yl)-2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-2-one. This was preparatively isolated by a chiral HPLC column (CHIRALPAK IB, hexane:ethanol=30:70 v/v, 40° C., 10 mL/min, 210 nm) to give one diastereomer (A) of the title compound as a colorless amorphous (50 mg) and the other diastereomer (B) of the title compound as a colorless amorphous (45 mg).

Workup

  1. customwas obtained as a yellow amorphous (78 mg)
  2. customthe same reaction as in Examples 4-207 and 4-208(3) except

Sources & evidence

ORD record
ord-107de9050c8a455a9e0bbdd6fb2e3f1b
Source dataset
uspto-grants-2014_09
Patent number
US08822503B2

Reaction notes

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