1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide → HCID 178419070, compound

HRID 8582Notes

Reaction equation

[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14](=[NH:16])[NH2:15])=[N:6]1.[CH:21]12[O:28][CH:25]([CH2:26][CH2:27]1)[CH2:24][N:23]([CH:29]([C:35](OCC)=[O:36])[C:30](OCC)=[O:31])[CH2:22]2>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:20]=[CH:19][CH:18]=[CH:17][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:15]=[C:30]([OH:31])[C:29]([N:23]3[CH2:24][CH:25]4[O:28][CH:21]([CH2:27][CH2:26]4)[CH2:22]3)=[C:35]([OH:36])[N:16]=2)=[N:6]1

Participants

Conditions

Temperature: 140 °C

Procedure

0.50 g (1.11 mmol) of 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide (example I, step 5) are suspended in 40 ml of toluene. Then 1.40 g (5.16 mmol) of diethyl 2-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)malonate from step 5 are added. The mixture is stirred at 140° C. overnight. The solid is then filtered off with suction, washed with diethyl ether dried in vacuo.

Workup

filtrationThe solid is then filtered off with suction
washwashed with diethyl ether
customdried in vacuo

Sources & evidence

ORD record: ord-c66547f1e8ed497f9aeea1ac5fc81abd
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091198B1

Reaction notes

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