Trifluoroacetic acid → N-[2-[6-[[2-(Acetylamino)-4-benzothiazolyl]oxy]-4-pyrimidinyl]-5-(trifluoromethyl)phenyl]-5,5-dimethyl-2-pyrrolidinecarboxamide

HRID 1594486Notes

Reaction equation

[C:1]([NH:4][C:5]1[S:6][C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[N:20]=[CH:19][N:18]=[C:17]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:22]=4[NH:31][C:32]([CH:34]4[N:38](C(OC(C)(C)C)=O)[C:37]([CH3:47])([CH3:46])[CH2:36][CH2:35]4)=[O:33])[CH:16]=3)[C:8]=2[N:9]=1)(=[O:3])[CH3:2].C(O)(C(F)(F)F)=O>>[C:1]([NH:4][C:5]1[S:6][C:7]2[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]3[N:20]=[CH:19][N:18]=[C:17]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:30])[F:29])=[CH:23][C:22]=4[NH:31][C:32]([CH:34]4[CH2:35][CH2:36][C:37]([CH3:47])([CH3:46])[NH:38]4)=[O:33])[CH:16]=3)[C:8]=2[N:9]=1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58691423HCID 58691423, compound

Product 1

HCID 44580333N-[2-[6-[[2-(Acetylamino)-4-benzothiazolyl]oxy]-4-pyrimidinyl]-5-(trifluoromethyl)phenyl]-5,5-dimethyl-2-pyrrolidinecarboxamide

Procedure

The title compound was prepared by reacting tert-butyl 5-((2-(6-(2-acetamidobenzo[d]thiazol-4-yloxy)pyrimidin-4-yl)-5-(trifluoromethyl)phenyl)carbamoyl)-2,2-dimethylpyrrolidine-1-carboxylate [Example 59 (g)] with TFA under the condition of Example 3(c). MS (ESI, pos. ion.) m/z: 619 (M+1).

Sources & evidence

ORD record: ord-b9ad85e2c0bf40a48766b664ef0540a9
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07301022B2

Reaction notes

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