Ammonia → HCID 178490662, compound

HRID 254643Notes

Reaction equation

HRID 254643 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[C:13]([C:17]1[S:21][C:20](=[NH:22])[N:19]([CH2:23][CH:24]2[CH2:27][N:26]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:25]2)[CH:18]=1)([CH3:16])([CH3:15])[CH3:14].N>>[C:13]([C:17]1[S:21]/[C:20](=[N:22]\[C:7](=[O:9])[C:6]2[CH:10]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[O:11][CH3:12])/[N:19]([CH2:23][CH:24]2[CH2:27][N:26]([C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:25]2)[CH:18]=1)([CH3:16])([CH3:14])[CH3:15]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 769705-Chloro-o-anisic acidHCID 66660694tert-butyl 3-((5-tert-butyl-2-iminothiazol-3(2H)-yl)methyl)azetidine-1-carboxylate

Product 1

HCID 178490662HCID 178490662, compound

Procedure

The title compound was prepared according to the procedure described in Example 54A by substituting 5-chloro-2-methoxybenzoic acid for Example 26B and the product of Example 63A for Example 16A. 1H NMR (300 MHz, CHLOROFORM-D) δ ppm 1.34 (s, 9H) 1.44 (s, 9H) 3.10-3.30 (m, 1H) 3.77 (dd, J=9.12, 5.16 Hz, 2H) 3.90 (s, 3H) 4.05 (t, J=8.53 Hz, 2H) 4.37 (s, 2H) 6.63 (s, 1H) 6.91 (d, J=8.73 Hz, 1H) 7.33 (dd, J=8.72, 2.78 Hz, 1H) 7.89 (d, J=2.78 Hz, 1H). MS (DCI/NH3) m/z 494.2 (M+H)+.

Sources & evidence

ORD record
ord-41b882811aba4ca6b41b8c5eddcdd3a3
Source dataset
uspto-grants-2011_01
Patent number
US07875640B2

Reaction notes

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