(2,3-Dihydro-1-benzofuran-7-yl)methanol → 2-[5-(2,3-Dihydro-1-benzofuran-7-ylmethoxy)pyrazol-1-yl]pyridine-4-carbonitrile

HRID 514498Notes

Reaction equation

HRID 514498 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][N:8]=2)[N:5]=[CH:4][CH:3]=1.[O:15]1[C:19]2[C:20]([CH2:24]O)=[CH:21][CH:22]=[CH:23][C:18]=2[CH2:17][CH2:16]1>>[O:15]1[C:19]2[C:20]([CH2:24][O:1][C:2]3[N:6]([C:7]4[CH:12]=[C:11]([C:13]#[N:14])[CH:10]=[CH:9][N:8]=4)[N:5]=[CH:4][CH:3]=3)=[CH:21][CH:22]=[CH:23][C:18]=2[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 2795020(2,3-Dihydro-1-benzofuran-7-yl)methanolHCID 178510213HCID 178510213, compound

Product 1

HCID 867256162-[5-(2,3-Dihydro-1-benzofuran-7-ylmethoxy)pyrazol-1-yl]pyridine-4-carbonitrile

Procedure

The title compound was prepared from 2-(5-hydroxy-1H-pyrazol-1-yl)pyridine-4-carbonitrile and 2,3-dihydro-1-benzofuran-7-ylmethanol according to the procedure for the preparation of Example 39, part C. 1H NMR (400 MHz, CDCl3): δ 3.27 (2H, q, J=8.8 Hz), 4.68 (2H, q, J=8.8 Hz), 5.21 (2H, s), 5.83 (1H, d, J=2.0 Hz), 6.86 (1H, q, J=7.6 Hz), 7.17 (1H, d, J=7.6 Hz), 7.22 (1H, d, J=7.2 Hz), 7.37 (1H, dd, J=1.2 Hz, 4.8 Hz), 7.58 (1H, d, J=2.0 Hz), 8.14 (1H, s), 8.70 (1H, d, J=4.8 Hz). [M+H] Calc'd for C18H14N4O2, 319. Found, 319.

Sources & evidence

ORD record
ord-95e35a1be0b84abd87fc7eacd0be7865
Source dataset
uspto-grants-2015_08
Patent number
US09107916B2

Reaction notes

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