Potassium Hydroxide → HCID 9903065, compound

HRID 2426828Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][C:15]([O:17]C(C)(C)C)=[O:16])[CH:7]=[C:6]2[C:22]1[N:30](S(C2C=CC(C)=CC=2)(=O)=O)[C:25]2=[N:26][CH:27]=[CH:28][CH:29]=[C:24]2[CH:23]=1.[OH-].[K+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]([CH2:14][C:15]([OH:17])=[O:16])[CH:7]=[C:6]2[C:22]1[NH:30][C:25]2=[N:26][CH:27]=[CH:28][CH:29]=[C:24]2[CH:23]=1

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 67147676HCID 67147676, compound

Product 1

HCID 9903065HCID 9903065, compoundYield 112.1%

Procedure

2-[5,6-Dimethoxy-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)-indol-1-yl]acetic acid is prepared by following the procedure described in example 88a, but using 1 g of tert-butyl 2-{5,6-dimethoxy-3-[1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-2-yl]indol-1-yl}acetate and a solution of 73 ml of methanolic potassium hydroxide (0.1 g/ml; 1.78M). 0.701 g of 2-[5,6-dimethoxy-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)indol-1-yl]acetic acid is obtained, the characteristics of which are as follows:

Workup

custom2-[5,6-Dimethoxy-3-(1H-pyrrolo[2,3-b]pyridin-2-yl)-indol-1-yl]acetic acid is prepared

Sources & evidence

ORD record: ord-bb1a70ab166446f4a3a442fdccd3652a
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07968566B2

Reaction notes

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