Benzylamine → HCID 59481287, compound

HRID 560620Notes

Reaction equation

C(N)C1C=CC=CC=1.[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[CH:16][CH:17]=1)[CH2:13][NH2:14].[CH2:18]([N:25]1[CH2:29][CH2:28][N:27]([C:30]2[S:31][C:32]([C:36](O)=[O:37])=[C:33]([CH3:35])[N:34]=2)[C:26]1=[O:39])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([N:25]1[CH2:29][CH2:28][N:27]([C:30]2[S:31][C:32]([C:36]([NH:14][CH2:13][C:12]3[CH:15]=[CH:16][CH:17]=[C:10]([F:9])[CH:11]=3)=[O:37])=[C:33]([CH3:35])[N:34]=2)[C:26]1=[O:39])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

Reactant 3

HCID 7504Benzylamine

HCID 668533-Fluorobenzylamine

HCID 579198662-(3-Benzyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

Product 1

HCID 59481287HCID 59481287, compoundYield 14%

Procedure

Following the procedure as describe in Example 8, making variations as required to replace benzylamine with 3-fluorobenzylamine to react with 2-(3-benzyl-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a white powder in 14% yield: mp 169-171° C.; 1H NMR (300 MHz, DMSO-d6) δ 8.51 (t, J=5.7 Hz, 1H), 7.50-7.00 (m, 9H), 4.54-4.34 (m, 4H), 3.97 (t, J=7.5 Hz, 2H), 3.42 (t, J=7.5 Hz, 2H), 2.44 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 164.2, 162.3, 161.0, 157.8, 155.5, 151.6, 143.1, 130.6, 129.1, 128.2, 127.9, 123.6, 118.0, 114.4, 114.1, 47.3, 42.6, 42.4, 42.0, 17.5; MS (ES+) m/z 425.3 (M+1).

Sources & evidence

ORD record: ord-386be42d8eba428d962e23f0a9a531ee
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063084B2

Reaction notes

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