Cyclohexanecarbonyl chloride → HCID 9844404, compound

HRID 963260Notes

Reaction equation

HRID 963260 reaction equation
[CH3:1][C@@H:2]([NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[CH2:3][N:4]1[CH2:9][CH:8]=[C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH2:6][CH2:5]1.[CH:22]1([C:28](Cl)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[CH3:1][C@@H:2]([N:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1)[C:28]([CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1)=[O:29])[CH2:3][N:4]1[CH2:5][CH:6]=[C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)[CH2:8][CH2:9]1

Participants

4

Reactant 3

HCID 75938Cyclohexanecarbonyl chlorideHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 18660712(R)-[1-Methyl-2-(4-thiophen-2-yl-1,2,3,6-tetrahydropyrid-1-yl)ethyl]-pyrid-2-yl-amine

Product 1

HCID 9844404HCID 9844404, compoundYield 82.4%

Procedure

The title compound was prepared from (R)-[1-methyl-2-(4-thiophen-2-yl-3,6-dihydro-2H-pyrid-1-yl)-ethyl]-pyrid-2-yl-amine (2.4 g, 8 mmol) and cyclohexanecarbonyl chloride (1.173 g, 8 mmol) in the manner described in Example 5 above to yield 2.7 g of title compound as the dihydrochloride, m.p. 103°-6° C.

Sources & evidence

ORD record
ord-644faf1ffa094b32b67523c8368be0b6
Source dataset
uspto-grants-1998_06
Patent number
US05763460

Reaction notes

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