Trifluoroacetic acid → HCID 67021916, compound

HRID 404479Notes

Reaction equation

HRID 404479 reaction equation
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[N:14]=[C:13]([N:15]3[CH2:20][CH2:19][C:18](=O)[CH2:17][CH2:16]3)[N:12]=[C:11]([C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]4[CH:37]=[CH:36][N:35]=[CH:34][CH:33]=4)=[O:30])=[CH:24][CH:23]=3)[N:10]=1)[CH2:2]2.C(O)(C(F)(F)F)=O.Cl.[C:46]([O:50][C:51](=[O:54])[CH2:52][NH2:53])([CH3:49])([CH3:48])[CH3:47]>C(N(CC)CC)C>[CH:5]12[O:8][CH:1]([CH2:7][CH2:6]1)[CH2:2][N:3]([C:9]1[N:10]=[C:11]([C:22]3[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]4[CH:33]=[CH:34][N:35]=[CH:36][CH:37]=4)=[O:30])=[CH:24][CH:23]=3)[N:12]=[C:13]([N:15]3[CH2:16][CH2:17][CH:18]([NH:53][CH2:52][C:51]([O:50][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:54])[CH2:19][CH2:20]3)[N:14]=1)[CH2:4]2

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 2725036Glycine tert-butyl ester hydrochlorideHCID 44548798HCID 44548798, compound

Product 1

HCID 67021916HCID 67021916, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Procedure

Starting from 1-(4-(4-(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)-6-(4-oxopiperidin-1-yl)-1,3,5-triazin-2-yl)phenyl)-3-(pyridin-4-yl)urea.TFA (60 mg) and glycine tert-butyl ester hydrochloride (33 mg) and triethylamine (10 drops) and following the procedure as outlined in example 118, the title compound was isolated as its di-TFA salt after HPLC purification; MS (ES+) 616.9 (M+H)+.

Sources & evidence

ORD record
ord-966a94ee81824a36811af614a2b7facf
Source dataset
uspto-grants-2014_06
Patent number
US08748421B2

Reaction notes

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