Trifluoroacetic acid → HCID 178475813, compound

HRID 1024098Notes

Reaction equation

HRID 1024098 reaction equation
[C:1]([O:4][CH2:5][C:6]1[C:11]([C:12]2[N:20]=[C:19]3[C:15]([N:16]=[CH:17][N:18]3COCC[Si](C)(C)C)=[C:14]([NH:29][C:30]3[CH:35]=[CH:34][C:33]([N:36]4[CH2:41][CH2:40][N:39]([CH:42]5[CH2:45][O:44][CH2:43]5)[CH2:38][CH2:37]4)=[CH:32][CH:31]=3)[N:13]=2)=[CH:10][C:9]([F:46])=[CH:8][C:7]=1[N:47]1[CH2:58][CH2:57][N:56]2[C:49](=[CH:50][C:51]3[CH2:52][C:53]([CH3:60])([CH3:59])[CH2:54][C:55]=32)[C:48]1=[O:61])(=[O:3])[CH3:2].C(O)(C(F)(F)F)=O>>[C:1]([O:4][CH2:5][C:6]1[C:11]([C:12]2[N:20]=[C:19]3[C:15]([N:16]=[CH:17][NH:18]3)=[C:14]([NH:29][C:30]3[CH:35]=[CH:34][C:33]([N:36]4[CH2:37][CH2:38][N:39]([CH:42]5[CH2:43][O:44][CH2:45]5)[CH2:40][CH2:41]4)=[CH:32][CH:31]=3)[N:13]=2)=[CH:10][C:9]([F:46])=[CH:8][C:7]=1[N:47]1[CH2:58][CH2:57][N:56]2[C:49](=[CH:50][C:51]3[CH2:52][C:53]([CH3:60])([CH3:59])[CH2:54][C:55]=32)[C:48]1=[O:61])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86684163(2-{4,4-Dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-4-fluoro-6-[6-({4-[4-(oxetan-3-yl)piperazin-1-yl]phenyl}amino)-9-{[2-(trimethylsilyl)ethoxy]methyl}purin-2-yl]phenyl)methyl Acetate

Product 1

HCID 178475813HCID 178475813, compoundYield 90%

Procedure

A mixture of 123a (200 mg, 0.25 mmol) and CF3COOH (4 mL) was stirred at room temperature for 2 h. The mixture was then concentrated under reduced pressure to afford crude 123b as a yellow solid (160 mg, 90%), which was used for the next step without further purification. MS-ESI: [M+H]+ 720.4

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-db8b914c7ed9493f87dc493c7a356fe9
Source dataset
uspto-grants-2014_05
Patent number
US08722676B2

Reaction notes

Loading…