3-(1-phenylsulfonyl-4-hex-1-ynyl-1H-pyrazol-3-yl)-pyridine → HCID 178437212, compound

HRID 1027535Notes

Reaction equation

HRID 1027535 reaction equation
C1(S([N:10]2[CH:14]=[C:13]([C:15]#[C:16][CH2:17][CH2:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:12]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)=[N:11]2)(=O)=O)C=CC=CC=1.C1(S(N2C=C(C#CCCCC)C(C3C=NC=CC=3)=N2)(=O)=O)C=CC=CC=1.C(C1C(C2CN(C)CCC=2)=NNC=1)#CCCCC>>[C:20]1([CH2:19][CH2:18][CH2:17][C:16]#[C:15][C:13]2[C:12]([C:26]3[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=3)=[N:11][NH:10][CH:14]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 575480443-(1-phenylsulfonyl-4-hex-1-ynyl-1H-pyrazol-3-yl)-pyridineHCID 672840863-[1-phenylsulfonyl-4-(5-phenyl-pent-1-ynyl)-1H-pyrazol-3-yl]-pyridineHCID 1784424703-(4-Hex-1-ynyl-1H-pyrazol-3-yl)-1,2,5,6-tetrahydro-1-methylpyridine

Product 1

HCID 178437212HCID 178437212, compound

Procedure

Compound 43D was converted to the title compound 44D, using the methodology described for the conversion of 43A to 44A (see Scheme 9). Yield: 86% (oil). 1H-NMR (400 MHz, CDCl3): δ 9.25 (d, J=2 Hz, 1H), 8.6 (dd, J=5 Hz, 2 Hz, 1H), 8.35 (dt, J=8 Hz, 2 Hz, 1H), 7.74 (s, 1H), 7.40-7.17 (m, 6H), 2.77 ((t, J=7 Hz, 2H), 2.44 ((t, J=7 Hz, 2H), 1.99-1.89 (m, 2H).

Sources & evidence

ORD record
ord-ae59cff288454fb1b19baed3b82c76cf
Source dataset
uspto-grants-2014_05
Patent number
US08735388B2

Reaction notes

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