Hydrochloric Acid → HCID 58902411, compound

HRID 1640217Notes

Reaction equation

HRID 1640217 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:11]=[C:10]([O:12][C:13]3[CH:22]=[C:21]4[C:16]([CH2:17][CH2:18][CH:19]([C:23]([NH:25][C:26]5[CH:27]=[C:28]([CH:38]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:40]=5)[CH2:29][NH:30]C(=O)OC(C)(C)C)=[O:24])[CH2:20]4)=[CH:15][CH:14]=3)[CH:9]=[CH:8][N:7]=2)[CH:3]=[N:2]1.Cl>O1CCOCC1>[NH2:30][CH2:29][C:28]1[CH:27]=[C:26]([NH:25][C:23]([CH:19]2[CH2:18][CH2:17][C:16]3[C:21](=[CH:22][C:13]([O:12][C:10]4[CH:9]=[CH:8][N:7]=[C:6]([C:4]5[CH:3]=[N:2][NH:1][CH:5]=5)[CH:11]=4)=[CH:14][CH:15]=3)[CH2:20]2)=[O:24])[CH:40]=[C:39]([C:41]([F:44])([F:43])[F:42])[CH:38]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58902363HCID 58902363, compound

Product 1

HCID 58902411HCID 58902411, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of tert-butyl [3-{[(7-{[2-(1H-pyrazol-4-yl)pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalen-2-yl)carbonyl]amino}-5-(trifluoromethyl)benzyl]carbamate (0.238 g, 0.39 mmol) and 4M of HCl in dioxane (4 mL) was allowed to stir at rt for 1 h. The solvents were evaporated to give N-[3-(aminomethyl)-5-(trifluoromethyl)phenyl]-7-{[2-(1H-pyrazol-4-yl)-pyridin-4-yl]oxy}-1,2,3,4-tetrahydronaphthalene-2-carboxamide I-252. 1H NMR (400 MHz, d6-DMSO, HCl salt) δ: 10.83 (s, 1H), 8.71 (br s, 2H), 8.36-8.56 (m, 4H), 8.09 (s, 1H), 8.03 (s, 1H), 7.89 (s, 1H), 7.60 (s, 1H), 7.29 (d, 1H), 7.04-7.13 (m, 2H), 6.93-6.97 (m, 1H), 4.05-4.12 (m, 2H), 2.79-3.01 (m, 5H), 2.09-2.17 (m, 1H), and 1.76-1.88 (m, 1H). LCMS: (FA) ES+508.3, ES−506.4.

Workup

  1. customThe solvents were evaporated

Sources & evidence

ORD record
ord-614455e71a1e461fb2effa36e1c72214
Source dataset
uspto-grants-2012_02
Patent number
US08110687B2

Reaction notes

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