Hydrochloric Acid → HCID 10172517, compound

HRID 2307754Notes

Reaction equation

HRID 2307754 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][C@H:11]([NH:28]C(=O)OC(C)(C)C)[CH2:12][NH:13][C:14]2[CH:15]=[N:16][CH:17]=[C:18](/[CH:20]=[CH:21]/[C:22]3[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=3)[CH:19]=2)=[CH:2]1.Cl>ClCCl.O1CCOCC1>[NH2:28][C@@H:11]([CH2:10][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1)[CH2:12][NH:13][C:14]1[CH:15]=[N:16][CH:17]=[C:18](/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=2)[CH:19]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131724690HCID 131724690, compound

Product 1

HCID 10172517HCID 10172517, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 11C (40 mg, 0.085 mmol) in dichloromethane (3.0 mL) at room temperature was treated with 4N HCl in dioxane (0.5 mL), stirred for 1 hour, and concentrated to provide the desired product as the hydrochloride salt (30 mg, 74%). MS (DCI/NH3) m/e 370 (M+H)+; 1H NMR (DMSO-d6) δ 11.09 (br s, 1H), 8.90 (d, J=5.8 Hz, 2H), 8.47 (br s, 2H), 8.33 (s, 1H), 8.22 (d, J=1.8 Hz, 1H), 8.14 (d, J=5.8 Hz, 2H), 7.98 (s, 1H), 7.94 (d, J=16.5 Hz, 1H), 7.86 (d, J=16.5 Hz, 1H), 7.62 (d, J=7.9 Hz, 1H), 7.37 (d, J=4.5 Hz, 1H), 7.36 (s, 1H), 7.08 (m, 1H), 6.98 (m, 1H), 3.71 (m, 1H), 3.67 (m, 1H), 3.54 (m, 1H), 3.15 (m, 2H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-60242b6dc80e4c2ca868a34fc91ebe36
Source dataset
uspto-grants-2004_12
Patent number
US06831175B2

Reaction notes

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