3-Azetidinamine, 1-(2-pyridinyl)- → HCID 67242299, compound

HRID 2422126Notes

Reaction equation

HRID 2422126 reaction equation
Cl[C:2]1[C:3](=[O:18])[N:4]([CH:15]([CH3:17])[CH3:16])[S:5](=[O:14])(=[O:13])[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[N:25]1[CH2:28][CH:27]([NH2:29])[CH2:26]1>>[CH:15]([N:4]1[C:3](=[O:18])[C:2]([NH:29][CH:27]2[CH2:26][N:25]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][N:19]=3)[CH2:28]2)=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:5]1(=[O:14])=[O:13])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 569657023-Azetidinamine, 1-(2-pyridinyl)-HCID 672431604-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 67242299HCID 67242299, compound

Procedure

The title compound was prepared from 4-chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide and 1-pyridine-2-ylazetidin-3-amine in a similar manner as described for Example 118. 1H NMR (500 MHz CDCl3): δ 1.57 (d, 6H), 3.71-3.75 (m, 2H), 3.84 (t, 2H), 4.04-4.10 (m, 1H), 4.37-4.45 (m, 1H), 5.71-5.76 (m, 1H), 6.19 (d, 1H), 6.60-6.64 (m, 1H), 7.40-7.44 (m, 1H), 7.46-7.52 (m, 5H), 8.10-8.12 (m, 1H); 13C NMR (125 MHz CDCl3): δ 20.36, 44.88, 48.00, 58.15, 106.25, 109.08, 113.90, 124.58, 129.24, 130.35, 131.46, 134.60, 137.46, 148.39, 158.35, 160.10; Mass Spectrum: M+H+ 399.

Sources & evidence

ORD record
ord-32bc7c955478469f9098bc526ca57734
Source dataset
uspto-grants-2011_06
Patent number
US07960380B2

Reaction notes

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