HCID 71295362, compound → HCID 14855354, compound

HRID 527182Notes

Reaction equation

HRID 527182 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[C:25](=[O:26])[N:24](C(CCC)C)[N:23]=[CH:22]4)=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>Br>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:10][CH2:11][N:12]([C:15]3[CH:16]=[CH:17][C:18]([N:21]4[C:25](=[O:26])[N:24]([CH2:5][CH2:4][CH2:3][CH2:8][CH3:7])[N:23]=[CH:22]4)=[CH:19][CH:20]=3)[CH2:13][CH2:14]2)=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 71295362HCID 71295362, compound

Product 1

HCID 14855354HCID 14855354, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

This compound was synthesized as a white amorphous solid from 4h (41.1 mg, 0.098 mmol) in 48% aqueous HBr (1.0 mL) in 97% yield by following general procedure 1.4: 1H NMR (400 MHz, CDCl3, δH) 7.62 (s, 1H), 7.36 (d, J=8.4 Hz, 2H), 6.95 (d, J=8.5 Hz, 2H), 6.83 (d, J=8.4 Hz, 2H), 6.68 (d, J=8.5 Hz, 2H), 4.52-4.28 (m, 1H), 3.39-3.28 (m, 4H), 3.25-3.14 (m, 4H), 1.94-1.78 (m, 1H), 1.64 (ddd, J=19.7, 12.6, 5.8 Hz, 1H), 1.44-1.23 (m, 5H), 0.92 (t, J=7.3 Hz, 3H); 13C NMR (100 MHz, CDCl3, δC) 152.47, 151.60, 150.98, 144.38, 134.64, 125.52, 124.54, 119.17, 116.75, 116.28, 51.48, 51.42, 49.20, 37.67, 19.87, 19.70, 14.00. MALDI-MS: 408.2 (M+H+), 430.2 (M+Na+).

Sources & evidence

ORD record
ord-bc36fe50c7df43438b5b796ea3fce37c
Source dataset
uspto-grants-2016_05
Patent number
US09346791B2

Reaction notes

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