Carbon dioxide methanol → HCID 46914890, compound

HRID 505733Notes

Reaction equation

HRID 505733 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)[CH:12]3[CH2:19][O:20][C:21]4[CH:22]=[C:23]([C:27]([OH:29])=[O:28])[CH:24]=[CH:25][C:26]=4[C:11]3=[N:10]2)=[CH:5][C:4]=1[CH3:30])#[N:2].CO.C(=O)=O>>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C@@H:13]([CH:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[C@H:12]3[CH2:19][O:20][C:21]4[CH:22]=[C:23]([C:27]([OH:29])=[O:28])[CH:24]=[CH:25][C:26]=4[C:11]3=[N:10]2)=[CH:5][C:4]=1[CH3:30])#[N:2]

Participants

3

Reactant 2

HCID 21973728Carbon dioxide methanolHCID 24984070HCID 24984070, compound

Product 1

HCID 46914890HCID 46914890, compound

Procedure

The title compound was prepared from the 2-(4-cyano-3-methylphenyl)-3-cyclopentyl-2,3,3a,4-tetrahydrochromeno[4,3-c]pyrazole-7-carboxylic acid prepared in Example 61 using chiral resolution (e.g., Method G (Chiralcel OJ-H 30×250 mm; 60% methanol/carbon dioxide). First eluting peak: tR=3.29 minutes (Chiralcel OJ-H 4.6×250 mm; 50% methanol/carbon dioxide).

Workup

  1. washFirst eluting peak

Sources & evidence

ORD record
ord-4d8215ab24a94c6aa666a2bb79d369c9
Source dataset
uspto-grants-2010_08
Patent number
US07781428B2

Reaction notes

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