Hydrochloric Acid → HCID 44600483, compound

HRID 1177606Notes

Reaction equation

HRID 1177606 reaction equation
Cl.O1CCOCC1.[F:8][C:9]1[CH:10]=[C:11]([C@H:33]([NH:35][S@@](C(C)(C)C)=O)[CH3:34])[CH:12]=[CH:13][C:14]=1[C:15]1[S:16][C:17]2[C:22]([N:23]=1)=[CH:21][CH:20]=[C:19]([C:24]1([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:26][CH2:25]1)[N:18]=2>CO>[F:8][C:9]1[CH:10]=[C:11]([C@H:33]([NH2:35])[CH3:34])[CH:12]=[CH:13][C:14]=1[C:15]1[S:16][C:17]2[C:22]([N:23]=1)=[CH:21][CH:20]=[C:19]([C:24]1([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:25][CH2:26]1)[N:18]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 68635392HCID 68635392, compound

Product 1

HCID 44600483HCID 44600483, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen chloride 4.0 M in 1,4-dioxane (0.04 mL, 0.2 mmol) was added to a solution of (R)-N-((R)-1-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)-ethyl)-2-methylpropane-2-sulfinamide (0.0301 g, 0.06 mmol) in MeOH (5 mL). The yellow reaction mixture was allowed to stir at ambient temperature for 18 h. The crude reaction mixture was concentrated in vacuo and purified by silica gel chromatography to afford (R)-1-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)ethanamine. MS (ESI) m/z: calculated: 389.1; Observed: 390.1 (M++1).

Workup

  1. customThe crude reaction mixture
  2. concentrationwas concentrated in vacuo
  3. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-b964745a61cc471da575fcd1d6ac665d
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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