3-Pyridinylboronic acid → HCID 57837458, compound

HRID 731743Notes

Reaction equation

HRID 731743 reaction equation
I[C:2]1[C:3]([CH:11]([CH3:13])[CH3:12])=[N:4][N:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=12.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16](B(O)O)[CH:15]=1.C(C1C(C2C=C(N)C=CC=2)=C2C=CC=CN2N=1)(C)C>>[CH:11]([C:3]1[C:2]([C:16]2[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=2)=[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][N:5]2[N:4]=1)([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 27343783-Pyridinylboronic acidHCID 57837481HCID 57837481, compoundHCID 57837525HCID 57837525, compound

Product 1

HCID 57837458HCID 57837458, compound

Procedure

2-Isopropyl-3-pyridin-3-yl-pyrazolo[1,5-a]pyridine was prepared from 3-iodo-2-isopropyl-pyrazolo[1,5-a]pyridine and 3-pyridineboronic acid following the method used in Step 3 of the synthesis of 3-(2-Isopropyl-pyrazolo[1,5-a]pyridin-3-yl)-phenylamine (Example 59) (240 mg, 32%). 1H-NMR (250 MHz, DMSO-d6) δ 8.69 (d, J=7.3 Hz, 1H), 8.67 (s, 1H), 8.55 (d, J=4.0 Hz 1H), 7.85 (d, J=7.8 Hz, 2H); 7.56-7.47 (m, 1H), 7.20 (t, J=8.8 Hz, 1H), 6.89 (t, J=6.8 Hz, 1H), 3.24 (sept, J=7.0 Hz, 1H), 1.28 (d, J=6.8 Hz, 6H); LC/MS 237.9 m/z (M+H+). Compound 1111.

Sources & evidence

ORD record
ord-879612c11b15492aa04088d7a7bd614d
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

Loading…