Hydrochloric Acid → HCID 90114186, compound

HRID 2275876Notes

Reaction equation

HRID 2275876 reaction equation
[ClH:1].C(OCC)C.[F:7][C:8]1[CH:44]=[CH:43][CH:42]=[C:41]([F:45])[C:9]=1[CH2:10][O:11][C:12]1[C:13]2[N:14]([C:18]([C:22]([NH:24][CH:25]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH2:26][NH:27]C(=O)OC(C)(C)C)=[O:23])=[C:19]([CH3:21])[N:20]=2)[CH:15]=[CH:16][CH:17]=1>>[ClH:1].[ClH:1].[NH2:27][CH2:26][CH:25]([NH:24][C:22]([C:18]1[N:14]2[CH:15]=[CH:16][CH:17]=[C:12]([O:11][CH2:10][C:9]3[C:41]([F:45])=[CH:42][CH:43]=[CH:44][C:8]=3[F:7])[C:13]2=[N:20][C:19]=1[CH3:21])=[O:23])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 90135982HCID 90135982, compound

Product 1

HCID 90114186HCID 90114186, compound

Procedure

15.75 ml of a 2 M solution of hydrochloric acid in diethyl ether (31.5 mmol) were added to 370 mg of rac-tert-butyl {2-[({8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridin-3-yl}-carbonyl)amino]-2-phenylethyl}carbamate (Example 80A, 0.69 mmol), and the mixture was stirred at RT for 3.5 h. The resulting precipitate was filtered off, washed with diethyl ether and dried under high vacuum. This gave 306 mg of the title compound (85% of theory, purity 98%).

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. washwashed with diethyl ether
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-9461f81cacf840c29b5252ace654a359
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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