Hydrochloric Acid → HCID 86706073, compound

HRID 2176235Notes

Reaction equation

HRID 2176235 reaction equation
C(OC([NH:8][C@@H:9]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][C:15](/[CH:21]=[CH:22]/[C:23]3([C:29]([O:31][C@@H:32]([CH:49]([CH3:51])[CH3:50])[C:33]([NH:35][C@@H:36]([CH3:48])[C:37]([N:39]4[CH2:44][CH2:43][CH2:42][C@@H:41]([C:45]([OH:47])=[O:46])[NH:40]4)=[O:38])=[O:34])=[O:30])[CH2:28][O:27][CH2:26][CH2:25][O:24]3)=[CH:16][CH:17]=2)[N:12]=1)[CH3:10])=O)(C)(C)C.[ClH:52]>O1CCOCC1>[ClH:52].[NH2:8][C@@H:9]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][C:15](/[CH:21]=[CH:22]/[C:23]3([C:29]([O:31][C@@H:32]([CH:49]([CH3:51])[CH3:50])[C:33]([NH:35][C@@H:36]([CH3:48])[C:37]([N:39]4[CH2:44][CH2:43][CH2:42][C@@H:41]([C:45]([OH:47])=[O:46])[NH:40]4)=[O:38])=[O:34])=[O:30])[CH2:28][O:27][CH2:26][CH2:25][O:24]3)=[CH:16][CH:17]=2)[N:12]=1)[CH3:10]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86706072HCID 86706072, compound

Product 1

HCID 86706073HCID 86706073, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of crude (S)-1-{(S)-2-[(S)-2-(2-{(E)-2-[2-((R)-1-tert-butoxycarbonylamino-ethyl)-quinolin-7-yl]-vinyl}-[1,4]dioxane-2-carbonyloxy)-3-methyl-butyrylamino]-propionyl}-hexahydro-pyridazine-3-carboxylic acid (0.081 mmol) in 4 M hydrogen chloride in 1,4-dioxane (2 mL) was stirred at room temperature for 1 h. The solvent was evaporated and the residue was co-evaporated with diethyl ether (2×) and the resulting solid was dried to afford (S)-1-{(S)-2-[(S)-2-(2-{(E)-2-[2-((R)-1-amino-ethyl)-quinolin-7-yl]-vinyl}-[1,4]dioxane-2-carbonyloxy)-3-methyl-butyrylamino]-propionyl}-hexahydro-pyridazine-3-carboxylic acid hydrochloride (0.081 mmol) as an off-white solid and as a 1:1 mixture of diastereoisomers which was used crude in the next reaction. LCMS (m/z) 612.1 [M+H], Tr=1.38 min.

Workup

  1. customThe solvent was evaporated
  2. customthe resulting solid was dried

Sources & evidence

ORD record
ord-e098b4f3d5574d5ab4f2d170790d7ee5
Source dataset
uspto-grants-2015_06
Patent number
US09062092B2

Reaction notes

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