Trifluoroacetic acid → HCID 67450852, compound

HRID 571111Notes

Reaction equation

C(OC([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([NH:27]C(OC(C)(C)C)=O)[CH:22]=2)=[O:20])=[CH:11][CH:10]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([C:19]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([NH2:27])[CH:22]=2)=[O:20])=[CH:11][CH:10]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of (4-(tert-butoxycarbonyl)aminonaphthalen-1-yl)(2-(tert-butoxycarbonyl)amino pyridin-4-yl)methanone (378 mg, 0.815 mmol) in DCM (20 mL) under N2 at 0° C. was added TFA (4.0 mL, 50 mmol). After 30 min at 0° C. the reaction mixture was warmed to RT for 4.5 hr and was then evaporated in vacuo. The residue was subjected to purification by SCX capture and release to afford the title compound, Intermediate G1, as a yellow solid (200 mg, 93%); Rt 1.01 min (Method 2); m/z 264 (M+H)+ (ES+).

Workup

customwas then evaporated in vacuo
customThe residue was subjected to purification by SCX capture and release

Sources & evidence

ORD record: ord-c8838c9d798a4e08840d1143a2530e66
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09024041B2

Reaction notes

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