Hydrochloric Acid → HCID 90097288, compound

HRID 525061Notes

Reaction equation

HRID 525061 reaction equation
[CH2:1]([N:3]([CH:11]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[C:29]3[C:28]4[CH2:27][CH2:26][CH2:25][C:24]=4[S:23][C:22]=3[N:21]=[CH:20][N:19]=2)[CH2:13][CH2:12]1)C(=O)OC(C)(C)C)[CH3:2].[ClH:30]>CCOCC>[ClH:30].[CH2:1]([NH:3][CH:11]1[CH2:16][CH2:15][CH:14]([O:17][C:18]2[C:29]3[C:28]4[CH2:27][CH2:26][CH2:25][C:24]=4[S:23][C:22]=3[N:21]=[CH:20][N:19]=2)[CH2:13][CH2:12]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68115442HCID 68115442, compound

Product 1

HCID 90097288HCID 90097288, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
2.5 °C

Procedure

To a 100-mL round-bottom flask was added tert-butyl N-ethyl-N-(4-[7-thia-9,11-diazatricyclo[6.4.0.0^[2,6]]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexyl)carbamate (300 mg, 0.72 mmol, 1.00 equiv) and ether (20 mL). Hydrogen chloride (g) was introduced at 0-5° C. The resulting solution was stirred for 5 h at 0-5° C. in a water/ice bath. The resulting mixture was concentrated under vacuum. This resulted in 240 mg (94%) of N-ethyl-4-[7-thia-9,11-diazatricyclo[6.4.0.0^[2,6]]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexan-1-amine hydrochloride as a light yellow solid.

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. customThis resulted in 240 mg (94%) of N-ethyl-4-[7-thia-9,11-diazatricyclo[6.4.0.0^[2,6]]dodeca-1(8),2(6),9,11-tetraen-12-yloxy]cyclohexan-1-amine hydrochloride as a light yellow solid

Sources & evidence

ORD record
ord-cf7a598286d94021ab0b10a77c75e6e1
Source dataset
uspto-grants-2016_05
Patent number
US09340554B2

Reaction notes

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