HCID 86669383, compound → HCID 52914453, compound

HRID 537367Notes

Reaction equation

HRID 537367 reaction equation
[CH2:1]([C@@H:4]1[C@:9]([O:36][C:37]2[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[S:39][CH:38]=2)([C:10]([N:12]2[CH2:17][CH2:16][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[S:24]([NH:27][CH2:28][CH2:29][CH2:30][C:31]([O:33]CC)=[O:32])(=[O:26])=[O:25])[CH2:14][CH2:13]2)=[O:11])[CH2:8][CH2:7][CH2:6][N:5]1[C:46](=[O:57])[C:47]1[C:52]([C:53]([F:56])([F:55])[F:54])=[CH:51][CH:50]=[CH:49][N:48]=1)[CH2:2][CH3:3]>O.C(#N)C>[CH2:1]([C@@H:4]1[C@:9]([O:36][C:37]2[CH:41]=[C:40]([C:42]([F:45])([F:43])[F:44])[S:39][CH:38]=2)([C:10]([N:12]2[CH2:17][CH2:16][CH:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[S:24]([NH:27][CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])(=[O:25])=[O:26])[CH2:14][CH2:13]2)=[O:11])[CH2:8][CH2:7][CH2:6][N:5]1[C:46](=[O:57])[C:47]1[C:52]([C:53]([F:54])([F:56])[F:55])=[CH:51][CH:50]=[CH:49][N:48]=1)[CH2:2][CH3:3]

Participants

3

Reactant 1

HCID 86669383HCID 86669383, compound

Product 1

HCID 52914453HCID 52914453, compound

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

In an analogous procedure to representative example 65 step 2, ethyl 4-(2-(1-((2R,3S)-2-propyl-1-(3-(trifluoromethyl)picolinoyl)-3-(5-(trifluoromethyl)thiophen-3-yloxy)piperidine-3-carbonyl)piperidin-4-yl)phenylsulfonamido)butanoate was saponified to provide A58 as a white solid after lyophilization from water/acetonitrile: 1H NMR (300 MHz, CDCl3 8.80 (d, J=4.4 Hz, 1H), 8.07 (d, J=7.8 Hz, 1H), 7.98-7.84 (m, 1H), 7.60-7.30 (m, 4H), 6.99 (d, J=7.8 Hz, 1H), 6.72-6.50 (m, 1H), 5.61-5.30 (m, 4H), 3.90-3.67 (m, 1H), 3.43-0.70 (m, 25H).

Sources & evidence

ORD record
ord-1881bef486004c4f9a6dda662ea85385
Source dataset
uspto-grants-2014_10
Patent number
US08859776B2

Reaction notes

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