Hydrochloric Acid → HCID 349055, compound

HRID 1640211Notes

Reaction equation

HRID 1640211 reaction equation
FC(F)(F)C1C=C(C=C([NH:18][C:19]([CH:21]2[CH2:30][CH2:29][C:28]3[C:23](=[CH:24][C:25](OC4C=CN=C(C5NC(C(F)(F)F)=CN=5)C=4)=[CH:26][CH:27]=3)[CH2:22]2)=[O:20])C=1)CNC(=O)OC(C)(C)C.Cl>O1CCOCC1>[CH2:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:29][CH2:30][CH:21]1[C:19]([NH2:18])=[O:20]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58902471HCID 58902471, compound

Product 1

HCID 349055HCID 349055, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl [3-(trifluoromethyl)-5-({[7-({2-[5-(trifluoromethyl)-1H-imidazol-2-yl]-pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalen-2-yl]carbonyl}amino)benzyl]carbamate (45.0 mg, 0.07 mmol) was treated with a solution of 4.0M HCl in dioxane (12.0 mL) and stirred for 1 h. The solvents were evaporated to give N-[3-(aminomethyl)-5-(trifluoromethyl)phenyl]-7-({2-5-(trifluoromethyl)-1H-imidazol-2-yl]pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalene-2-carboxamide I-332 as the HCl salt (41.0 mg, 94.9%). 1H NMR (400 MHz, d6-DMSO, HCl salt) δ: 10.58 (s, 1H), 8.54 (d, 1H), 8.31 (br s, 2H), 8.02 (d, 2H), 7.87 (s, 1H), 7.57 (s, 1H), 7.38 (d, 1H), 7.26 (d, 1H), 7.08-7.09 (m, 1H), 7.05 (d, 1H), 6.99-7.02 (m, 1H), 4.09 (q, 2H), 2.85-2.98 (m, 5H), 2.09-2.16 (m, 1H), and 1.79-1.89 (m, 1H). LCMS: (FA) ES+576.3, ES−574.4.

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-a8c4aa592a3140d4bb9893b34d981bfb
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

Loading…