Hydrochloric Acid → HCID 118677395, compound

HRID 1481935Notes

Reaction equation

HRID 1481935 reaction equation
C(O[C:6]([N:8](C)[C@@H:9]([CH3:89])[C:10]([NH:12][C@@H:13]1[C:19](=[O:20])[N:18]([CH2:21][C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24][C:23]=2[CH3:32])[C:17]2[CH:33]=[CH:34][C:35]([C:37]#[N:38])=[CH:36][C:16]=2[N:15]([C:39]([C:41]2[CH:88]=[CH:87][C:44]([C:45]([N:47]3[C:53]4[CH:54]=[C:55]([C:58]#[N:59])[CH:56]=[CH:57][C:52]=4[N:51]([CH2:60][C:61]4[C:70]5[C:65](=[CH:66][CH:67]=[CH:68][CH:69]=5)[CH:64]=[CH:63][C:62]=4[CH3:71])[C:50](=[O:72])[C@@H:49]([NH:73][C:74](=[O:86])[C@@H:75]([N:77](C)[C:78](=O)OC(C)(C)C)[CH3:76])[CH2:48]3)=[O:46])=[CH:43][CH:42]=2)=[O:40])[CH2:14]1)=[O:11])=O)(C)(C)C.[ClH:91]>O1CCOCC1>[ClH:91].[ClH:91].[C:37]([C:35]1[CH:34]=[CH:33][C:17]2[N:18]([CH2:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH:25]=[CH:24][C:23]=3[CH3:32])[C:19](=[O:20])[C@@H:13]([NH:12][C:10](=[O:11])[C@@H:9]([NH:8][CH3:6])[CH3:89])[CH2:14][N:15]([C:39](=[O:40])[C:41]3[CH:88]=[CH:87][C:44]([C:45]([N:47]4[C:53]5[CH:54]=[C:55]([C:58]#[N:59])[CH:56]=[CH:57][C:52]=5[N:51]([CH2:60][C:61]5[C:70]6[C:65](=[CH:66][CH:67]=[CH:68][CH:69]=6)[CH:64]=[CH:63][C:62]=5[CH3:71])[C:50](=[O:72])[C@@H:49]([NH:73][C:74](=[O:86])[C@@H:75]([NH:77][CH3:78])[CH3:76])[CH2:48]4)=[O:46])=[CH:43][CH:42]=3)[C:16]=2[CH:36]=1)#[N:38]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118677378HCID 118677378, compound

Product 1

HCID 118677395HCID 118677395, compoundYield 78.69%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of tert-butyl N-[(1S)-2-[[(3S)-5-[4-[(3S)-3-[[(2S)-2-[tert-butoxycarbonyl(methyl)amino]propanoyl]amino]-7-cyano-1-[(2-methyl-1-naphthyl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepine-5-carbonyl]benzoyl]-7-cyano-1-[(2-methyl-1-naphthyl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepin-3-yl]amino]-1-methyl-2-oxo-ethyl]-N-methyl-carbamate (27 mg, 0.022 mmol) in dioxane (3 mL) at 0° C. was added 4 M HCl in dioxane (2 mL). The mixture was stirred at 0° C. for 10 min, and the cooling bath was removed. After 16 h, the mixture was concentrated and the residue was triturated with diethyl ether to afford the title compound as a white solid (19 mg, 78.69%). LC-MS: 1013.8 (M+H).

Workup

  1. customthe cooling bath was removed
  2. waitAfter 16 h
  3. concentrationthe mixture was concentrated
  4. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-8edb08cae1024ba1b0c386f1bcbb7611
Source dataset
uspto-grants-2016_08
Patent number
US09409888B2

Reaction notes

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