Glycine methyl ester hydrochloride → HCID 68433442, compound

HRID 1162848Notes

Reaction equation

[C:1]([O:5][C:6](=[O:28])[N:7]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1)[CH2:8][C:9](=O)[CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]1)([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:30][O:31][C:32](=[O:35])[CH2:33][NH2:34]>>[C:1]([O:5][C:6]([N:7]([CH2:8][CH:9]([NH:34][CH2:33][C:32]([O:31][CH3:30])=[O:35])[CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]1)[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1)=[O:28])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 122755Glycine methyl ester hydrochloride

HCID 131728412HCID 131728412, compound

Product 1

HCID 68433442HCID 68433442, compound

Procedure

The title compound was prepared from tert-butyl-4-fluorobenzyl[4-(4-methylpiperazin-1-yl)-2-oxobutyl]carbamate and glycine methyl ester hydrochloride using a procedure essentially the same as that in Example 6, Step 6. 1H NMR (400 MHz, CDCl3) δ 7.19 (br s, 2H), 7.00 (t, J=8.4 Hz, 2H), 4.50-4.46 (m, 1H), 4.39 (d, J=15.6 Hz, 1H), 4.05 (d, J=4.8 Hz, 1H), 3.77 (s, 1H), 3.72 (s, 3H), 3.56-3.38 (m, 2H), 3.27-3.05 (m, 2H), 2.82-2.77 (m, 2H), 2.55-2.43 (m, 8H), 2.29 (s, 3H), 2.05 (s, 2H), 1.45 (d, J=13.2 Hz, 9H). ES MS (M+1)=467.4.

Sources & evidence

ORD record: ord-b4498ee7366c4d1cb349c34556983d93
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820680B2

Reaction notes

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