Oxalic Acid → HCID 86624152, compound

HRID 602474Notes

Reaction equation

HRID 602474 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C@H:5]1[NH:9][CH2:8][C@@H:7]([NH:10][C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH:22]([CH3:24])[CH3:23])[N:14]=2)=[O:12])[CH2:6]1.[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27]>ClCCl.CO>[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27].[OH:1][CH2:2][CH2:3][CH2:4][C@H:5]1[NH:9][CH2:8][C@@H:7]([NH:10][C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH:22]([CH3:24])[CH3:23])[N:14]=2)=[O:12])[CH2:6]1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 59829636HCID 59829636, compound

Product 1

HCID 86624152HCID 86624152, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

A mixture of N-[(3S,5R)-5-(3-hydroxypropyl)pyrrolidin-3-yl]-1-isopropyl-1H-indazole-3-carboxamide (39 mg, 0.12 mmol, step 8 of Example 8) and oxalic acid (11 mg, 0.12 mmol) in dichloromethane-methanol (5 mL-1 mL) was stirred for 1 h. The mixture was concentrated to give 40 mg (81%) of the title compound as a white amorphous solid.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-d9462911738e408da649cd6c61a0d9e1
Source dataset
uspto-grants-2011_03
Patent number
US07906532B2

Reaction notes

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