2-Chloro-4-isocyanato-1-(trifluoromethyl)benzene → HCID 52913369, compound

HRID 2095604Notes

Reaction equation

HRID 2095604 reaction equation
[OH:1][C@@H:2]1[CH2:9][N:8]([C:10](=[O:25])[CH2:11][CH2:12][CH2:13][N:14]2[C:19](=[O:20])[C@H:18]([CH3:21])[NH:17][CH2:16][C@H:15]2[C:22]([NH2:24])=[O:23])[CH2:7][CH2:6][C:3]21[CH2:5][CH2:4]2.[Cl:26][C:27]1[CH:32]=[C:31]([N:33]=[C:34]=[O:35])[CH:30]=[CH:29][C:28]=1[C:36]([F:39])([F:38])[F:37]>>[Cl:26][C:27]1[CH:32]=[C:31]([NH:33][C:34]([N:17]2[C@@H:18]([CH3:21])[C:19](=[O:20])[N:14]([CH2:13][CH2:12][CH2:11][C:10]([N:8]3[CH2:7][CH2:6][C:3]4([CH2:4][CH2:5]4)[C@H:2]([OH:1])[CH2:9]3)=[O:25])[C@H:15]([C:22]([NH2:24])=[O:23])[CH2:16]2)=[O:35])[CH:30]=[CH:29][C:28]=1[C:36]([F:39])([F:38])[F:37]

Participants

3

Reactant 2

HCID 143684972-Chloro-4-isocyanato-1-(trifluoromethyl)benzene2×HCID 67087051HCID 67087051, compound

Product 1

HCID 52913369HCID 52913369, compoundYield 88%

Procedure

In analogy to the procedure described in the second part of example 120 step E, (2S,5S)-1-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-methyl-6-oxo-piperazine-2-carboxylic acid amide was reacted with 2-chloro-4-isocyanato-1-trifluoromethyl-benzene (intermediate 16) to give the titled compound in 88% yield as a colorless solid. MS: 574.3 (MH+, 1Cl).

Sources & evidence

ORD record
ord-35e9bf1d27894dc5ab0b233d6596e916
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

Loading…