Carbon dioxide methanol → HCID 59429330, compound

HRID 505734Notes

Reaction equation

HRID 505734 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 59429330HCID 59429330, 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). Second eluting peak: tR=5.83 minutes (Chiralcel OJ-H 4.6×250 mm; 50% methanol/carbon dioxide).

Workup

  1. washSecond eluting peak

Sources & evidence

ORD record
ord-cf2f95f4d8b249599f9ab13e4ec0337f
Source dataset
uspto-grants-2010_08
Patent number
US07781428B2

Reaction notes

Loading…