HCID 86674806, compound → HCID 67363153, compound

HRID 75506Notes

Reaction equation

HRID 75506 reaction equation
[Cl:1][C:2]1[C:3]([NH:10][C:11](=O)[C:12](F)(F)F)=[N:4][C:5]([O:8][CH3:9])=[CH:6][CH:7]=1.C(OC([NH:24][C@H:25]1[CH2:30][CH2:29][C@H](COS(C(F)(F)F)(=O)=O)[CH2:27][CH2:26]1)=O)(C)(C)C>>[NH2:24][CH:25]1[CH2:30][CH2:29][CH:12]([CH2:11][NH:10][C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[C:5]([O:8][CH3:9])[N:4]=2)[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 86674806HCID 86674806, compoundHCID 178453974HCID 178453974, compound

Product 1

HCID 67363153HCID 67363153, compound

Procedure

This compound is prepared from N-(3-chloro-6-methoxypyridin-2-yl)-2,2,2-trifluoroacetamide (Int. BB step 1) and trans-trifluoro-methanesulfonic acid 4-tert-butoxycarbonylamino-cyclohexylmethyl ester (Int. B step 1) analogously to Intermediate B step 2 and 3; 1H NMR (d6-DMSO, 400 MHz) δ 7.86 (3H, br), 7.42 (1H, d), 6.48 (1H, t), 5.91 (1H, d), 3.77 (3H, s), 3.21 (2H, t), 2.92 (1H, m), 1.94 (2H, m), 1.78 (2H, m), 1.59 (1H, m), 1.28 (2H, m), 1.01 (2H, m).

Sources & evidence

ORD record
ord-2abb167856bf4bdeb5ea99921678b39a
Source dataset
uspto-grants-2014_09
Patent number
US08835444B2

Reaction notes

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