3-(4-Non-1-ynyl-1H-pyrazol-3-yl)-pyridine → HCID 178442741, compound

HRID 1027533Notes

Reaction equation

HRID 1027533 reaction equation
[C:1]([C:10]1[C:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)=[N:12][NH:13][CH:14]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH3:21]SC1C(C2C=NC=CC=2)=NNC=1>>[C:1]([C:10]1[C:11]([C:15]2[CH2:16][N:17]([CH3:21])[CH2:18][CH2:19][CH:20]=2)=[N:12][NH:13][CH:14]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

3

Reactant 2

HCID 1784427403-(4-Non-1-ynyl-1H-pyrazol-3-yl)-pyridineHCID 178503312HCID 178503312, compound

Product 1

HCID 178442741HCID 178442741, compoundYield 79%

Procedure

Compound 44C was converted to compound 45C, using the methodology described for the conversion of 21A to 22A (see Scheme 3). Yield: 79% (amorphous). LCMS (method A); Rt: 2.17 min, ([M+H]+=286). 1H-NMR (400 MHz, CDCl3): δ 7.57 (s, 1H), 6.74-6.69 (bs, 1H), 3.40-3.36 (m, 2H), 2.58 (bt, J=7 Hz, 2H), 2.44 (s, 3H), 2.43-2.36 (m, 2H), 1.63-1.55 (m, 2H), 1.48-1.39 (m, 2H), 1.36-1.23 (m, 6H), 0.89 (t, J=7 Hz, 3H).

Sources & evidence

ORD record
ord-b4519df504c243218d4572ff2bd3c13f
Source dataset
uspto-grants-2014_05
Patent number
US08735388B2

Reaction notes

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