1-(2-Hydroxyethyl)piperidin-2-one → HCID 178508780, compound

HRID 2170091Notes

Reaction equation

HRID 2170091 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([CH2:13][CH2:14][C:15]([N:17]2[CH2:38][CH2:37][C:20]3([NH:24]/[C:23](=[N:25]/[C:26]([C:28]4[C:33]([NH2:34])=[N:32][C:31]([NH2:35])=[C:30]([Cl:36])[N:29]=4)=[O:27])/[NH:22][CH2:21]3)[CH2:19][CH2:18]2)=[O:16])[CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7].O[CH2:40][C:41]([N:43]1[CH2:47][CH2:46][CH2:45][CH:44]1[C:48](F)(F)F)=[O:42].OCCN1CCCCC1=O>>[O:42]=[C:41]1[CH2:40][CH2:45][CH2:46][CH2:47][N:43]1[CH2:44][CH2:48][O:7][C:6](=[O:8])[CH2:5][O:4][C:3]1[CH:9]=[CH:10][C:11]([CH2:13][CH2:14][C:15]([N:17]2[CH2:18][CH2:19][C:20]3([NH:24]/[C:23](=[N:25]/[C:26]([C:28]4[C:33]([NH2:34])=[N:32][C:31]([NH2:35])=[C:30]([Cl:36])[N:29]=4)=[O:27])/[NH:22][CH2:21]3)[CH2:37][CH2:38]2)=[O:16])=[CH:12][C:2]=1[Cl:1]

Participants

4

Reactant 3

HCID 124777251-(2-Hydroxyethyl)piperidin-2-oneHCID 667975172-Hydroxy-1-(2-(trifluoromethyl)pyrrolidin-1-yl)ethanoneHCID 178508778HCID 178508778, compound

Product 1

HCID 178508780HCID 178508780, compound

Procedure

The title compound was prepared by an analogous method to Example 4.0, replacing 3-(3-{2-[(E)-3,5-Diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]decane-8-carbonyl}-benzenesulfonylamino)-propionic acid with [2-Chloro-4-(3-{2-[(E)-3,5-diamino-6-chloro-pyrazine-2-carbonylimino]-1,3,8-triaza-spiro[4.5]dec-8-yl}-3-oxo-propyl)-phenoxy]-acetic acid (Ex. 3, step 2), and 2-hydroxy-1-(2-(trifluoromethyl)pyrrolidin-1-yl)ethanone (Int. D) with 1-(2-hydroxy-ethyl)piperidin-2-one; 1H NMR (400 MHz, DMSO-D6) δ 11.1 (1H, s), 9.34 (1H, s), 9.06 (1H, s), 7.55-6.9 (4H, m), 4.84 (4H, s), 4.22 (2H, m), 3.95-3.41 (10H, m), 3.29 (2H, s), 2.77 (2H, m), 2.64 (2H, m), 2.59 (2H, m), 2.21 (2H, t), 1.88-1.59 (4H, m); LC-MS Rt 0.91 mins; 690.4 [M+H]+, Method 2minLC_v003.

Sources & evidence

ORD record
ord-d4fd7aed8d2647c5830ecc18164676c7
Source dataset
uspto-grants-2015_06
Patent number
US09050339B2

Reaction notes

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