Pyrazole-1-carboxamidine monohydrochloride → HCID 178460216, compound

HRID 708449Notes

Reaction equation

HRID 708449 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([CH2:7][C@@H:8]2[C@H:11]([NH:12][C:13](=[O:29])/[C:14](=[N:21]\[O:22][C:23]([CH3:28])([CH3:27])[C:24]([OH:26])=[O:25])/[C:15]3[N:16]=[C:17]([NH2:20])[S:18][CH:19]=3)[C:10](=[O:30])[N:9]2[S:31]([OH:34])(=[O:33])=[O:32])[C:3]1=[O:35].Cl.[N:37]1([C:42](=N)[NH2:43])C=CC=N1>>[NH2:20][C:17]1[S:18][CH:19]=[C:15](/[C:14](=[N:21]/[O:22][C:23]([CH3:28])([CH3:27])[C:24]([OH:26])=[O:25])/[C:13]([NH:12][C@@H:11]2[C:10](=[O:30])[N:9]([S:31]([OH:34])(=[O:32])=[O:33])[C@@H:8]2[CH2:7][N:4]2[CH2:5][CH2:6][C@H:2]([NH:1][C:42]([NH2:43])=[NH:37])[C:3]2=[O:35])=[O:29])[N:16]=1

Participants

3

Reactant 2

HCID 2734672Pyrazole-1-carboxamidine monohydrochlorideHCID 118379597HCID 118379597, compound

Product 1

HCID 178460216HCID 178460216, compound

Procedure

Prepared in analogous manner to example 20 using 2-(((Z)-(2-(((2R,3S)-2-(((S)-3-amino-2-oxopyrrolidin-1-yl)methyl)-4-oxo-1-sulfoazetidin-3-yl)amino)-1-(2-aminothiazol-4-yl)-2-oxoethylidene)amino)oxy)-2-methylpropanoic acid and 1H-pyrazole-1-carboximidamide HCl. LCMS: m/z=576.2 (M+1); 1H NMR (400 MHz, D2O): δ 6.95 (s, 1H), 5.31 (d, J=6.0 Hz, 1H), 4.72-4.57 (m, 1H), 4.27 (t, J=9.6 & 9.2 Hz, 1H), 3.85 (dd, J=9.6 Hz, 1H), 3.59 (t, J=9.2, 8.8 Hz, 1H), 3.49 (q, 1H), 3.34 (dd, 1H), 2.46 (m, 1H), 1.88 (m, 1H), 1.35 (s, 3H), 1.33 (s, 3H).

Sources & evidence

ORD record
ord-fc4f6240b4a042a1862076890a6565de
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

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