Hydrochloric Acid → HCID 131725698, compound

HRID 1795970Notes

Reaction equation

[ClH:1].O1CCOCC1.[CH3:8][O:9][C:10]([C:12]1[CH:13]=[CH:14][N:15]2[C:20]=1[C:19](=[O:21])[N:18]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]([CH:29]([N:32]([CH2:42][CH2:43][CH2:44][NH:45]C(OC(C)(C)C)=O)[C:33](=[O:41])[C:34]1[CH:39]=[CH:38][C:37]([CH3:40])=[CH:36][CH:35]=1)[CH2:30][CH3:31])=[N:16]2)=[O:11]>>[ClH:1].[CH3:8][O:9][C:10]([C:12]1[CH:13]=[CH:14][N:15]2[C:20]=1[C:19](=[O:21])[N:18]([CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[C:17]([CH:29]([N:32]([CH2:42][CH2:43][CH2:44][NH2:45])[C:33](=[O:41])[C:34]1[CH:35]=[CH:36][C:37]([CH3:40])=[CH:38][CH:39]=1)[CH2:30][CH3:31])=[N:16]2)=[O:11]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 69591810HCID 69591810, compound

Product 1

HCID 131725698HCID 131725698, compoundYield 72%

Conditions

Temperature: 0 °C

Procedure

Anhydrous HCl in dioxane (4 M, 0.20 ml, 0.80 mmol) was added to 3-benzyl-2-{1-[(3-tert-butoxycarbonylamino-propyl)-(4-methyl-benzoyl)-amino]-propyl}-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-5-carboxylic acid methyl ester (0.003 g, 0.004 mmol) and the reaction mixture was stirred at 0° C. for 4 h. The reaction mixture was concentrated in vacuo, dissolved in aqueous CH3CN and lyophilized to afford the title compound (0.0021 g, 72%) as a white solid: MS (ESI+) 516 (M++H); HRMS (ESI+) calculated: 516.2611 (M++H), found: 516.2591 (M++H).

Workup

concentrationThe reaction mixture was concentrated in vacuo
dissolutiondissolved in aqueous CH3CN

Sources & evidence

ORD record: ord-95ba44c9180f4626bd349fc70f762801
Source dataset: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07030118B2

Reaction notes

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