(Pyridin-4-yl)boronic acid → HCID 23658967, compound

HRID 731741Notes

Reaction equation

IC1C(C(C)C)=NN2C=CC=CC=12.N1C=CC(B(O)O)=CC=1.[CH:23]([C:26]1[C:34]([C:35]2[CH:36]=[C:37]([NH2:41])C=[CH:39][CH:40]=2)=[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][N:28]2[N:27]=1)([CH3:25])[CH3:24]>>[CH:23]([C:26]1[C:34]([C:35]2[CH:40]=[CH:39][N:41]=[CH:37][CH:36]=2)=[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][N:28]2[N:27]=1)([CH3:24])[CH3:25]

Participants

Reactant 3

HCID 2734379(Pyridin-4-yl)boronic acid

HCID 57837481HCID 57837481, compound

HCID 57837525HCID 57837525, compound

Product 1

HCID 23658967HCID 23658967, compound

Procedure

2-Isopropyl-3-pyridin-4-yl-pyrazolo[1,5-a]pyridine was prepared from 3-iodo-2-isopropyl-pyrazolo[1,5-a]pyridine and 4-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) (1584 mg, 34%). 1H-NMR (250 MHz, DMSO-d6) δ 8.87-8.82 (m, 3H), 8.09 (d, J=6.5 Hz, 2H), 7.95 (d, J=9.0 Hz, 1H), 7.52 (t, J=8.0 Hz, 1H), 7.11 (t, J=6.8 Hz, 1H), 3.48 (sept, J=6.8 Hz, 1H), 1.34 (d, J=6.8 Hz, 6H); LC/MS 238.3 m/z (M+H+). Compound 1103.

Sources & evidence

ORD record: ord-6d65b80562304a02adf5e60c3f4ec48e
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585875B2

Reaction notes

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