HCID 86680529, compound → HCID 86680543, compound

HRID 1184626Notes

Reaction equation

HRID 1184626 reaction equation
[CH:1]1([C:4]2[N:5]=[CH:6][C:7]([O:10][C@H:11]3[CH2:40][N:14]4[CH2:15][CH2:16][N:17]([C:19](=[O:39])[CH:20]([NH:31]C(=O)OC(C)(C)C)[C:21]5[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=5)[CH2:18][C@@H:13]4[CH2:12]3)=[N:8][CH:9]=2)[CH2:3][CH2:2]1>O1CCOCC1.Cl>[NH2:31][CH:20]([C:21]1[CH:22]=[CH:23][C:24]([C:27]([F:28])([F:30])[F:29])=[CH:25][CH:26]=1)[C:19]([N:17]1[CH2:16][CH2:15][N:14]2[CH2:40][C@H:11]([O:10][C:7]3[CH:6]=[N:5][C:4]([CH:1]4[CH2:3][CH2:2]4)=[CH:9][N:8]=3)[CH2:12][C@H:13]2[CH2:18]1)=[O:39]

Participants

4

Reactant 1

HCID 86680529HCID 86680529, compound

Product 1

HCID 86680543HCID 86680543, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of the product from Example 181 (0.132 g, 0.235 mmol) in 1,4-dioxane (1 mL) and 4 N HCl in 1,4-dioxane (1 mL, 4.00 mmol) was stirred at room temperature for 90 minutes and then concentrated in vacuo to give the title compound as a hydrochloride salt. 1H NMR (500 MHz, DMSO-d6) δ ppm 0.76-1.01 (m, 4 H) 1.86-4.94 (m, 12 H) 5.25-5.56 (m, 1 H) 5.70-6.01 (m, 1 H) 7.79 (d, J=6.41 Hz, 2 H) 7.85-7.98 (m, 2 H) 8.09-8.24 (m, 2 H) 8.78-9.11 (m, 3 H) 11.73-12.34 (m, 1 H); MS (APCI) m/z 462 (M+H)+.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-48c5852d84814472b70173031d7c6410
Source dataset
uspto-grants-2014_03
Patent number
US08669255B2

Reaction notes

Loading…