Hydrogen Bromide → HCID 66588743, compound

HRID 1092728Notes

Reaction equation

HRID 1092728 reaction equation
Cl.C[O:3][C:4]1[C:9]2[CH2:10][C@@H:11]3[C@@H:16]([CH2:17][C:8]=2[CH:7]=[CH:6][C:5]=1[O:18]C)[NH:15][CH2:14][CH2:13][CH2:12]3.[BrH:20]>>[BrH:20].[NH:15]1[C@H:16]2[C@@H:11]([CH2:10][C:9]3[C:4]([OH:3])=[C:5]([OH:18])[CH:6]=[CH:7][C:8]=3[CH2:17]2)[CH2:12][CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 66588602HCID 66588602, compound

Product 1

HCID 66588743HCID 66588743, compound

Conditions

Temperature
160 °C

Procedure

Intermediate II (19 mg) was placed in a microwave reactor vial and 48% HBr was added. The vial was sealed with a septum, and mixture was stirred at 160° C. for 0.5 h under microwave irradiation. The crude mixture was concentrated in vacuo, and the residue was purified by preparative LC/MS. Yield of example 2a1: 12.6 mg as a white solid. LC/MS (method 17): RT 1.48 min, ELSD 95.9%, UV 87.1%. MH+: 220.1.

Workup

  1. customThe vial was sealed with a septum, and mixture
  2. concentrationThe crude mixture was concentrated in vacuo
  3. customthe residue was purified by preparative LC/MS
  4. customRT 1.48 min, ELSD 95.9%, UV 87.1%

Sources & evidence

ORD record
ord-0e8fff296ef541c08854699c6596c4ad
Source dataset
uspto-grants-2012_03
Patent number
US08129530B2

Reaction notes

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