2,2,2-Trifluoroethanol → 2,2,2-Trifluoroethanol

HRID 1697775Notes

Reaction equation

HRID 1697775 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](F)[CH:5]=[CH:4][C:3]=1[S:9]([C@H:12]1[CH2:16][N:15]([C:17]2[N:21]([CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[N:20]=[C:19]([CH3:28])[CH:18]=2)[C@H:14]([C:29]([NH:31][C:32]2([C:35]#[N:36])[CH2:34][CH2:33]2)=[O:30])[CH2:13]1)(=[O:11])=[O:10].[F:37][C:38]([F:42])([F:41])[CH2:39][OH:40]>>[CH2:39]([OH:40])[C:38]([F:42])([F:41])[F:37].[C:35]([C:32]1([NH:31][C:29]([C@@H:14]2[CH2:13][C@@H:12]([S:9]([C:3]3[CH:4]=[CH:5][C:6]([O:40][CH2:39][C:38]([F:42])([F:41])[F:37])=[CH:7][C:2]=3[Cl:1])(=[O:11])=[O:10])[CH2:16][N:15]2[C:17]2[N:21]([CH:22]3[CH2:27][CH2:26][O:25][CH2:24][CH2:23]3)[N:20]=[C:19]([CH3:28])[CH:18]=2)=[O:30])[CH2:33][CH2:34]1)#[N:36]

Participants

4

Reactant 2

HCID 64092,2,2-TrifluoroethanolHCID 59543671HCID 59543671, compound

Product 2

HCID 64092,2,2-TrifluoroethanolHCID 59543826HCID 59543826, compound

Procedure

In analogy to the procedure described in example 392, (2S,4R)-4-(2-chloro-4-fluorophenylsulfonyl)-N-(1-cyanocyclopropyl)-1-(3-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-yl)pyrrolidine-2-carboxamide (example 464d) was reacted with 2,2,2,-trifluoroethanol (CAS Reg. No. 75-89-8 99) to give the title compound after purification by preparative chiral HPLC as colorless oil. MS (ESI): m/z=616.1 [M+H]+.

Sources & evidence

ORD record
ord-6c3668085318444eb26a6f9e8e5461d4
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

Loading…