1H-Pyrazolo[3,4-c]pyridine-1-acetic acid, 3-(aminocarbonyl)- → 2-(3-Carbamoyl-5-(pyrimidin-2-ylmethoxy)-1H-indazol-1-yl)acetic acid

HRID 1052116Notes

Reaction equation

HRID 1052116 reaction equation
[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][C:14]3[N:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:10]=2)[N:5]([CH2:20][C:21]([O:23]C(C)(C)C)=[O:22])[N:4]=1)#[N:2].C(C1C2C(=CN=CC=2)N(CC(O)=O)N=1)(=[O:30])N>>[C:1]([C:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH2:13][C:14]3[N:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[CH:10]=2)[N:5]([CH2:20][C:21]([OH:23])=[O:22])[N:4]=1)(=[O:30])[NH2:2]

Participants

3

Reactant 2

HCID 682831141H-Pyrazolo[3,4-c]pyridine-1-acetic acid, 3-(aminocarbonyl)-HCID 90020049Tert-butyl 2-(3-cyano-5-(pyrimidin-2-ylmethoxy)-1H-indazol-1-yl)acetate

Product 1

HCID 900202792-(3-Carbamoyl-5-(pyrimidin-2-ylmethoxy)-1H-indazol-1-yl)acetic acid

Procedure

The title compound was prepared from tert-butyl 2-(3-cyano-5-(pyrimidin-2-ylmethoxy)-1H-indazol-1-yl)acetate in a similar manner as described in step D of Scheme A6 for the preparation of 2-(3-carbamoyl-1H-pyrazolo[3,4-c]pyridin-1-yl)acetic acid. MS (LC-MS): 328.2 [M+H]+, 326.3 [M−H]−, tR (HPLC conditions e): 2.77 min.

Workup

  1. custom2.77 min.

Sources & evidence

ORD record
ord-a7e5f35f6dd54ff6af3830f6895f6634
Source dataset
uspto-grants-2016_07
Patent number
US09388199B2

Reaction notes

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