Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57880Generated: October 30, 2026

Cyclopropylboronic acid → 1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-cyclopropyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/57880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylboronic acidHCID 2760897—
Reactanttert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylateHCID 86707049—
Product1-(6-(1,4-Diazepan-1-yl)pyridin-2-yl)-6-(1-cyclopropyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridineHCID 7271554025%

Reaction Steps

Following the procedures as described in Example 61 and starting with tert-butyl 4-(6-(6-(1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)-1,4-diazepane-1-carboxylate and cyclopropylboronic acid, 174 was obtained as a yellow solid (40 mg, 25%) over two steps. 1H NMR (500 MHz, DMSO-d6) δ (ppm) 9.13 (s, 1H), 8.64 (s, 1H), 8.52 (s, 1H), 8.26 (s, 1H), 7.98 (s, 1H), 7.66-7.70 (t, J=16 Hz, 1H), 7.14-7.17 (t, J=14.5 Hz, 1H), 6.58-6.66 (m, 1H), 6.06-6.12 (m, 1H), 5.21-5.28 (m, 2H), 4.84-4.85 (d, J=10 Hz, 2H), 3.35-3.90 (m, 7H), 2.97-2.99 (t, J=10.5 Hz, 1H), 2.71-2.73 (t, J=12 Hz, 1H), 1.87-1.89 (t, J=10 Hz, 2H); MS (ESI) m/z: 401 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-b09ecf58eaf049d592c7b1b52227736f
Source noteuspto-grants-2016_09