Hydrochloric Acid → Hydrochloric Acid

HRID 924451Notes

Reaction equation

HRID 924451 reaction equation
C(OC([NH:8][C@H:9]1[CH2:14][C@@H:13]([CH3:15])[CH2:12][N:11]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][C:17]=2[NH:22][C:23]([C:25]2[C:34]([NH:35][C:36](=[O:45])[O:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)=[CH:33][C:32]3[C:27](=[CH:28][C:29]([N:46]4[CH2:51][CH2:50][O:49][CH2:48][CH2:47]4)=[CH:30][CH:31]=3)[N:26]=2)=[O:24])[CH2:10]1)=O)(C)(C)C.[ClH:52]>O1CCOCC1.CO>[NH2:8][C@H:9]1[CH2:14][C@@H:13]([CH3:15])[CH2:12][N:11]([C:16]2[CH:21]=[CH:20][N:19]=[CH:18][C:17]=2[NH:22][C:23]([C:25]2[C:34]([NH:35][C:36](=[O:45])[O:37][CH2:38][C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)=[CH:33][C:32]3[C:27](=[CH:28][C:29]([N:46]4[CH2:47][CH2:48][O:49][CH2:50][CH2:51]4)=[CH:30][CH:31]=3)[N:26]=2)=[O:24])[CH2:10]1.[ClH:52]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86726895benzyl (2-{[(4-{(3S,5R)-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-1-yl}pyridin-3-yl)amino]carbonyl}-7-morpholin-4-ylquinolin-3-yl)carbamate

Product 2

HCID 313Hydrochloric AcidHCID 86726897benzyl {2-[({4-[(3S,5R)-3-amino-5-methylpiperidin-1-yl]pyridin-3-yl}amino)carbonyl]-7-morpholin-4-ylquinolin-3-yl}carbamate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To the amide intermediate, 1 mL of 4 M HCl in dioxane and 1 mL of MeOH were added. The mixture was stirred at room temperature for 1 h, then concentrated under reduced pressure to give the sub-title compound as a HCl salt. LCMS calc. for C33H38N7O4 [M+H]+: m/z=596.3. found: 596.3.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f1bea5d130df418e978947e24e2147f6
Source dataset
uspto-grants-2016_03
Patent number
US09278950B2

Reaction notes

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