Hydrochloric Acid → HCID 86695270, compound

HRID 1504106Notes

Reaction equation

HRID 1504106 reaction equation
[CH2:1]([C:3]1([NH:26]C(=O)OC(C)(C)C)[CH2:8][CH2:7][CH:6]([O:9][C:10]2[N:11]=[CH:12][N:13]=[C:14]3[C:21]=2[C:20]2[C@@H:19]([CH2:22][C@H:23]([OH:25])[CH3:24])[CH2:18][CH2:17][C:16]=2[S:15]3)[CH2:5][CH2:4]1)[CH3:2].[ClH:34]>ClCCl>[ClH:34].[NH2:26][C:3]1([CH2:1][CH3:2])[CH2:8][CH2:7][CH:6]([O:9][C:10]2[N:11]=[CH:12][N:13]=[C:14]3[C:21]=2[C:20]2[C@@H:19]([CH2:22][C@H:23]([OH:25])[CH3:24])[CH2:18][CH2:17][C:16]=2[S:15]3)[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86695267HCID 86695267, compound

Product 1

HCID 86695270HCID 86695270, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 50-mL round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was charged with a solution of tert-butyl N-(1-ethyl-4-[[(3R)-3-[(2R)-2-hydroxypropyl]-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1(12),2(6),8,10-tetraen-12-yl]oxy]cyclohexyl)carbamate (160 mg, 0.34 mmol, 1.00 equiv) in dichloromethane (6 mL) at 0° C. Then hydrochloric acid (conc., 0.5 mL) was added at this temperature and stirred for 2 h at room temperature. The reaction solution was concentrated under vacuum to give 150 mg (crude) of (2R)-1-[(3R)-12-[(4-amino-4-ethylcyclohexyl)oxy]-7-thia-9,11-diazatricyclo[6.4.0.0[2,6]]dodeca-1(12),2(6),8,10-tetraen-3-yl]propan-2-ol hydrochloride as a white solid.

Workup

  1. customA 50-mL round-bottom flask, purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. concentrationThe reaction solution was concentrated under vacuum

Sources & evidence

ORD record
ord-929022a1155048319da0a8711f6c82b5
Source dataset
uspto-grants-2015_12
Patent number
US09212190B2

Reaction notes

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