1-(2,2,2-Trifluoroethyl)piperazine → HCID 59619301, compound

HRID 1367595Notes

Reaction equation

HRID 1367595 reaction equation
[F:1][C:2]([F:11])([F:10])[CH2:3][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1.[C:12]([C:14]1([NH:17][C:18]([C@H:20]2[CH2:24][C@H:23]([S:25]([C:28]3[CH:33]=[CH:32][C:31](Br)=[CH:30][C:29]=3[C:35]([F:38])([F:37])[F:36])(=[O:27])=[O:26])[CH2:22][C@@H:21]2[O:39][CH:40]2[CH2:44][CH2:43][CH2:42][CH2:41]2)=[O:19])[CH2:16][CH2:15]1)#[N:13].C(C1(NC([C@H]2C[C@H](S(C3C=CC(Br)=CC=3C(F)(F)F)(=O)=O)C[C@@H]2OC)=O)CC1)#N>>[C:12]([C:14]1([NH:17][C:18]([C@H:20]2[CH2:24][C@H:23]([S:25]([C:28]3[CH:33]=[CH:32][C:31]([N:7]4[CH2:6][CH2:5][N:4]([CH2:3][C:2]([F:1])([F:10])[F:11])[CH2:9][CH2:8]4)=[CH:30][C:29]=3[C:35]([F:37])([F:36])[F:38])(=[O:27])=[O:26])[CH2:22][C@@H:21]2[O:39][CH:40]2[CH2:44][CH2:43][CH2:42][CH2:41]2)=[O:19])[CH2:15][CH2:16]1)#[N:13]

Participants

4

Reactant 3

HCID 95339211-(2,2,2-Trifluoroethyl)piperazineHCID 59619432HCID 59619432, compoundHCID 59619475(1S,2S,4S)-4-(4-Bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide

Product 1

HCID 59619301HCID 59619301, compound

Procedure

The title compound was prepared in analogy to example 176 using 1-(2,2,2-trifluoro-ethyl)-piperazine instead of morpholine and (1R,2R,4R) and (1S,2S,4S)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-cyclopentyloxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide (example 195) instead of (1R,2R,4R) and (1S,2S,4S)-4-(4-bromo-2-trifluoromethyl-benzenesulfonyl)-2-methoxy-cyclopentanecarboxylic acid (1-cyano-cyclopropyl)-amide. White solid. MS (EI): 635.2 (M−H)−.

Sources & evidence

ORD record
ord-f84e8ebe752146c6a3e59bd4b6028297
Source dataset
uspto-grants-2011_02
Patent number
US07893099B2

Reaction notes

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