HCID 90310616, compound → HCID 15125563, compound

HRID 527178Notes

Reaction equation

HRID 527178 reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[N:8]([C:11]2[CH:16]=[CH:15][C:14]([N:17]3[CH2:22][CH2:21][N:20]([C:23]4[CH:28]=[CH:27][C:26]([O:29]C)=[CH:25][CH:24]=4)[CH2:19][CH2:18]3)=[CH:13][CH:12]=2)[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4]>Br>[CH2:1]([N:5]1[C:9](=[O:10])[N:8]([C:11]2[CH:12]=[CH:13][C:14]([N:17]3[CH2:18][CH2:19][N:20]([C:23]4[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=4)[CH2:21][CH2:22]3)=[CH:15][CH:16]=2)[CH:7]=[N:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 90310616HCID 90310616, compound

Product 1

HCID 15125563HCID 15125563, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

This compound was synthesized as a white amorphous solid from 4e (144.6 mg, 0.355 mmol) in 48% aqueous HBr (3.0 mL) in 99% yield by following general procedure 1.4: 1H NMR (400 MHz, CDCl3, δH) 7.61 (s, 1H), 7.40 (d, J=9.0 Hz, 2H), 7.02 (d, J=9.0 Hz, 2H), 6.90 (d, J=8.9 Hz, 2H), 6.79 (d, J=8.9 Hz, 2H), 4.58 (s, 1H), 3.85 (t, J=7.2 Hz, 2H), 3.36 (dd, J=6.2, 3.9 Hz, 4H), 3.22 (dd, J=6.2, 3.9 Hz, 4H), 1.78 (dt, J=12.7, 7.5 Hz, 2H), 1.40 (td, J=14.9, 7.5 Hz, 2H), 0.96 (t, J=7.4 Hz, 3H). MALDI-MS: 394.2 (M+H+), 416.2 (M+Na+).

Sources & evidence

ORD record
ord-836bcc06aa744e68a6d2ae0d312be225
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

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