2-Aminoindane → HCID 25096694, compound

HRID 2067666Notes

Reaction equation

HRID 2067666 reaction equation
CC1C=C(N2CCN(CCOC3C=CC=CC=3)C2=O)SC=1C(O)=O.[F:25][C:26]1[CH:47]=[CH:46][C:29]([CH2:30][N:31]2[CH2:35][CH2:34][N:33]([C:36]3[S:40][C:39]([C:41](O)=[O:42])=[C:38]([CH3:44])[CH:37]=3)[C:32]2=[O:45])=[CH:28][CH:27]=1.[CH2:48]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH2:50][CH:49]1[NH2:57]>>[CH2:48]1[C:56]2[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=2)[CH2:50][CH:49]1[NH:57][C:41]([C:39]1[S:40][C:36]([N:33]2[CH2:34][CH2:35][N:31]([CH2:30][C:29]3[CH:46]=[CH:47][C:26]([F:25])=[CH:27][CH:28]=3)[C:32]2=[O:45])=[CH:37][C:38]=1[CH3:44])=[O:42]

Participants

4

Reactant 3

HCID 763102-AminoindaneHCID 580314563-Methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acidHCID 580314655-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid

Product 1

HCID 25096694HCID 25096694, compoundYield 84%

Procedure

Following the procedures as described in Example 55, making variations as required to replace 3-methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid with 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid to react with 2,3-dihydro-1H-inden-2-amine, the title compound was obtained as an off-white solid in 84% yield: 1H NMR (300 MHz, CDCl3) δ 7.30-7.15 (m, 6H), 7.07-6.98 (m, 2H), 6.06 (s, 1H), 5.90 (d, J=7.2 Hz, 1H), 4.92-4.80 (m, 1H), 4.42 (s, 2H), 3.84-3.74 (m, 2H), 3.47-3.32 (m, 4H), 2.90 (d, J=4.7 Hz, 1H), 2.85 (d, J=4.7 Hz, 1H), 2.47 (s, 3H); MS (ES+) m/z 450.2 (M+1).

Sources & evidence

ORD record
ord-5c1ee4903fb343968f3ea4c806e7abcd
Source dataset
uspto-grants-2012_10
Patent number
US08293768B2

Reaction notes

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