Hydrochloric Acid → HCID 68590313, compound

HRID 1875331Notes

Reaction equation

HRID 1875331 reaction equation
[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:12]([N:14]3[CH2:18][CH2:17][C@@H:16]([NH:19]C(=O)OC(C)(C)C)[CH2:15]3)=[O:13])[CH:8]=2)[CH2:3]1.Cl>C1COCC1>[NH2:19][C@@H:16]1[CH2:17][CH2:18][N:14]([C:12]([C:7]2[CH:8]=[C:9]3[C:4](=[CH:5][CH:6]=2)[CH2:3][N:2]([CH3:1])[CH2:11][CH2:10]3)=[O:13])[CH2:15]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86761673HCID 86761673, compound

Product 1

HCID 68590313HCID 68590313, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.4 g (3.8 mmol) tert. Butyl (R)-[1-(2-methyl-1,2,3,4-tetrahydroisoquinoline-6-carbonyl)-pyrrolidin-3-yl]-carbamate are dissolved in 5 ml THF and slowly combined with 9.5 ml hydrochloric acid (4 M in 1,4-dioxane). The mixture is stirred for two hours, then concentrated down to ⅔ of its volume and the crude product is filtered off as a precipitate, which is then purified by RP-HPLC (eluant: gradient ammonia/acetonitrile).

Workup

  1. concentrationconcentrated down
  2. filtrationthe crude product is filtered off as a precipitate
  3. customwhich is then purified by RP-HPLC (eluant: gradient ammonia/acetonitrile)

Sources & evidence

ORD record
ord-e054653d46264d4390ff8f83de215fb5
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

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