4-Pyridinemethanamine → 1-(3-Fluorophenyl)-3-(pyridin-4-ylmethyl)thiourea

HRID 1763565

Reaction equation

HRID 1763565 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=1.NC[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[N:12]=1.NCCC1C=CC(CC)=CN=1.NC1C(C)=NC=C(CN)C=1.NCC1C(Cl)=CC=CN=1.NCC1C=C(C2C=CC=CC=2)C=CN=1.NCC1C=C(CC2C=CC=CC=2)C=CN=1.NCC1C=C(OC)C=CN=1.NCC1C=C([S:95][CH3:96])C=CN=1.[N+](C1C=NC=CC=1)([O-])=O.NCC1C(NCC)=CC=CN=1.NCC1C(N(CC)CC)=CC=CN=1.NCC1C=C(NC(=O)C)C=CN=1.NCC1C=C(C(F)(F)[F:151])C=CN=1>>[F:151][C:11]1[CH:17]=[C:13]([NH:12][C:96]([NH:1][CH2:2][C:3]2[CH:8]=[CH:7][N:6]=[CH:5][CH:4]=2)=[S:95])[CH:14]=[CH:15][CH:16]=1

Participants

15

Reactant 14

HCID 773174-PyridinemethanamineHCID 1376303-NitropyridineHCID 246721(6-Methylpyridin-2-yl)methanamineHCID 3682810[4-(Trifluoromethyl)pyridin-2-yl]methanamineHCID 156191875-(Aminomethyl)-2-methylpyridin-3-amineHCID 198635004-Phenyl-2-pyridinemethanamineHCID 203104462-(Aminomethyl)-3-diethylaminopyridineHCID 20310472N-(2-(Aminomethyl)pyridin-4-yl)acetamideHCID 203104802-(Aminomethyl)-4-methylthiopyridineHCID 203104822-(5-Ethylpyridin-2-YL)ethanamineHCID 203104882-(Aminomethyl)-3-ethylaminopyridineHCID 203105032-(Aminomethyl)-4-benzylpyridineHCID 21280361(3-Chloropyridin-2-yl)methanamineHCID 22292761(4-Methoxypyridin-2-yl)methanamine

Product 1

HCID 7975291-(3-Fluorophenyl)-3-(pyridin-4-ylmethyl)thiourea

Procedure

Similarly, following the above procedure but replacing the 4-aminomethylpyridine as used therein with an equal molar proportion of 2-aminomethyl-6-methylpyridine, 2-(2-aminoethyl)-5-ethylpyridine, 3-amino-5-(aminomethyl)-2-methylpyridine, 2-(aminomethyl)-3-chloropyridine, 2-(aminomethyl)-4-phenylpyridine, 2-(aminomethyl)-4-benzylpyridine, 2-(aminomethyl)-4-methoxypyridine, 2-(aminomethyl)-4-methylthiopyridine, 2-aminomethyl)-3-nitropyridine, 2-(aminomethyl)-3-ethylaminopyridine, 2-(aminomethyl)-3-diethylaminopyridine, 2-(aminomethyl)-4-acetylaminopyridine, and 2-(aminomethyl)-4-trifluoromethylpyridine, respectively, all of which may be prepared by reduction of the corresponding nitrile of formula (IVC) according to the method of Sculley, et al., supra., there is obtained

Workup

  1. custom, there is obtained

Sources & evidence

ORD record
ord-3827ead1dea846eeb89074e908757f56
Source dataset
uspto-grants-1978_09
Patent number
US04112100

Linked notes

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