Hydrochloric Acid → HCID 22730674, compound

HRID 2085680Notes

Reaction equation

HRID 2085680 reaction equation
[C:1]12([CH2:11][NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([NH:22][C:23]([C:25]4[CH:30]=[CH:29][C:28]([C:31]5[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=5[NH:38][C:39](=[O:50])[CH2:40][CH2:41][NH:42]C(OC(C)(C)C)=O)=[CH:27][CH:26]=4)=[O:24])(=[O:21])=[O:20])=[CH:15][C:14]=3[N+:51]([O-:53])=[O:52])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.Cl>ClCCl.O1CCOCC1>[C:1]12([CH2:11][NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([NH:22][C:23]([C:25]4[CH:26]=[CH:27][C:28]([C:31]5[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=5[NH:38][C:39](=[O:50])[CH2:40][CH2:41][NH2:42])=[CH:29][CH:30]=4)=[O:24])(=[O:20])=[O:21])=[CH:15][C:14]=3[N+:51]([O-:53])=[O:52])[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22730079HCID 22730079, compound

Product 1

HCID 22730674HCID 22730674, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A room temperature solution of Example 49A (19 mg, 0.03 mmol) in dichloromethane (1 mL) was treated with 4M HCl in dioxane, stirred for 4 hours, and concentrated to provide the desired product. MS (ESI(+)) m/e 650 (M+H)+; 1H NMR (400 MHz, DMSO-d6) δ9.12 (br s, 1H), 8.65 (d, 1H), 8.56 (t, 1H), 7.95 (dd, 1H), 7.94 (m, 3H), 7.65 (br s, 3H), 7.50-7.35 (m, 4H), 7.15 (dt, 1H), 3.18 (d, 2H), 2.75 (s, 6H), 1.98 (m, 3H), 1.72-1.55 (m, 12H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-cca2c8b0426a4d0dbbe644145bccc1a1
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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