Hydrochloric Acid → 2-acetamido-N-tert-butyl-2-(2-(1,2,3,4-tetrahydroisoquinolin-3-yl)ethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanamide

HRID 579536Notes

Reaction equation

HRID 579536 reaction equation
[C:1]([NH:4][C:5]([C:38](=[O:44])[NH:39][C:40]([CH3:43])([CH3:42])[CH3:41])([CH2:25][CH2:26][CH2:27][CH2:28][B:29]1[O:33][C:32]([CH3:35])([CH3:34])[C:31]([CH3:37])([CH3:36])[O:30]1)[CH2:6][CH2:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][N:9]1C(OC(C)(C)C)=O)(=[O:3])[CH3:2].Cl>C(OCC)(=O)C>[C:1]([NH:4][C:5]([CH2:6][CH2:7][CH:8]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH2:10][NH:9]1)([CH2:25][CH2:26][CH2:27][CH2:28][B:29]1[O:30][C:31]([CH3:36])([CH3:37])[C:32]([CH3:34])([CH3:35])[O:33]1)[C:38]([NH:39][C:40]([CH3:41])([CH3:42])[CH3:43])=[O:44])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66833409tert-butyl 3-(3-acetamido-3-(tert-butylcarbamoyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)heptyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 668337032-acetamido-N-tert-butyl-2-(2-(1,2,3,4-tetrahydroisoquinolin-3-yl)ethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanamide

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A solution of tert-butyl 3-(3-acetamido-3-(tert-butylcarbamoyl)-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)heptyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate in ethyl acetate was treated with a solution of HCl (g) in ethyl acetate (approximately 2 M). After stirring for 30 min the reaction was concentrated to dryness and the crude hydrochloride product was used without further purification.

Workup

  1. concentrationwas concentrated to dryness
  2. customthe crude hydrochloride product was used without further purification

Sources & evidence

ORD record
ord-e1cc7bd7acb54984902755d39568f990
Source dataset
uspto-grants-2015_05
Patent number
US09040703B2

Reaction notes

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