Hydrochloric Acid → HCID 178494587, compound

HRID 1751721Notes

Reaction equation

HRID 1751721 reaction equation
[CH3:1][O:2][CH2:3][C@@H:4]1[CH2:8][N:7](C(OC(C)(C)C)=O)[C@H:6]([C:16]2[NH:20][C:19]3[C:21]4[C:26]([CH:27]=[CH:28][C:18]=3[N:17]=2)=[CH:25][C:24]2[C:29]3[C:34]([CH2:35][O:36][C:23]=2[CH:22]=4)=[CH:33][C:32]([B:37]2[O:41][C:40]([CH3:43])([CH3:42])[C:39]([CH3:45])([CH3:44])[O:38]2)=[CH:31][CH:30]=3)[CH2:5]1.Cl>C(O)C>[CH3:1][O:2][CH2:3][CH:4]1[CH2:8][NH:7][CH:6]([C:16]2[NH:20][C:19]3[C:21]4[C:26]([CH:27]=[CH:28][C:18]=3[N:17]=2)=[CH:25][C:24]2[C:29]3[C:34]([CH2:35][O:36][C:23]=2[CH:22]=4)=[CH:33][C:32]([B:37]2[O:41][C:40]([CH3:43])([CH3:42])[C:39]([CH3:45])([CH3:44])[O:38]2)=[CH:31][CH:30]=3)[CH2:5]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178495650HCID 178495650, compound

Product 1

HCID 178494587HCID 178494587, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tert-butyl (2S,4S)-4-(methoxymethyl)-2-[9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,11-dihydroisochromeno[4′,3′:6,7]naphtho[1,2-d]imidazol-2-yl]pyrrolidine-1-carboxylate (310 mg, 0.507 mmol) was treated with 2 mL 1.25N HCl in ethanol and stirred at room temperature for 2 h then at 50° C. for 2 h. The reaction mixture was concentrated under reduced pressure to give a dark yellow solid that was used directly in the next step.

Workup

  1. waitat 50° C. for 2 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customto give a dark yellow solid that

Sources & evidence

ORD record
ord-961268d34af549f59f70d5632dab92d2
Source dataset
uspto-grants-2015_10
Patent number
US09156823B2

Reaction notes

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