1,2-Ethanediamine, N1-phenyl- → HCID 67776363, compound

HRID 2405511Notes

Reaction equation

HRID 2405511 reaction equation
C(N(CC(O)=O)CCN[C:12]([C@:14]12[CH2:48][CH2:47][C@@H:46]([C:49]([CH3:51])=[CH2:50])[C@@H:15]1[C@@H:16]1[C@@:29]([CH3:32])([CH2:30][CH2:31]2)[C@@:28]2([CH3:33])[C@@H:19]([C@:20]3([CH3:45])[C@@H:25]([CH2:26][CH2:27]2)[C:24]([CH3:35])([CH3:34])[C:23]([C:36]2[CH:44]=[CH:43][C:39]([C:40]([OH:42])=[O:41])=[CH:38][CH:37]=2)=[CH:22][CH2:21]3)[CH2:18][CH2:17]1)=[O:13])C1C=CC=CC=1.[C:56]1([NH:62][CH2:63][CH2:64][NH2:65])[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1>>[C:40]([CH2:39][N:62]([C:56]1[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=1)[CH2:63][CH2:64][NH:65][C:12]([C@:14]12[CH2:48][CH2:47][C@@H:46]([C:49]([CH3:51])=[CH2:50])[C@@H:15]1[C@@H:16]1[C@@:29]([CH3:32])([CH2:30][CH2:31]2)[C@@:28]2([CH3:33])[C@@H:19]([C@:20]3([CH3:45])[C@@H:25]([CH2:26][CH2:27]2)[C:24]([CH3:35])([CH3:34])[C:23]([C:36]2[CH:44]=[CH:43][C:39]([C:40]([OH:42])=[O:41])=[CH:38][CH:37]=2)=[CH:22][CH2:21]3)[CH2:18][CH2:17]1)=[O:13])([OH:42])=[O:41]

Participants

3

Reactant 2

HCID 742701,2-Ethanediamine, N1-phenyl-HCID 67775497HCID 67775497, compound

Product 1

HCID 67776363HCID 67776363, compound

Procedure

The title compound was prepared following the method described above for the preparation of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(2-(benzyl(carboxymethyl)amino)ethylcarbamoyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid (example 89) using N1-phenylethane-1,2-diamine as amine. The product was isolated as a white solid (0.9 mg, 9%). LCMS: m/e 735.5 (M+H)+, 1.80 min (method 1). 1H NMR (500 MHz, Acetic Acid-d4) δ ppm 8.03 (d, J=8.24 Hz, 2H), 7.30 (d, J=8.24 Hz, 2H), 7.26-7.19 (m, 2H), 6.86-6.70 (m, 3H), 5.37 (d, J=4.58 Hz, 1H), 4.77 (s, 1H), 4.63 (s, 1H), 4.22 (s, 2H), 3.82-3.43 (m, 4H), 3.21-3.07 (m, 1H), 2.69-2.53 (m, 1H), 2.23-2.13 (m, 2H), 1.73 (s, 3H), 2.05-1.07 (m, 19H), 1.06 (s, 3H), 1.04 (s, 3H), 1.02 (s, 3H), 1.01 (s, 3H), 0.99 (s, 3H).

Sources & evidence

ORD record
ord-931011db2aa04d64b79e10f839995bae
Source dataset
uspto-grants-2014_08
Patent number
US08802661B2

Reaction notes

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