Methyl 3-bromopropanoate → HCID 68426737, compound

HRID 2353248Notes

Reaction equation

HRID 2353248 reaction equation
Cl.[I:2][C:3]1[CH:21]=[CH:20][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[CH3:22][O:23][C:24](=[O:28])[CH2:25][CH2:26]Br>>[CH3:22][O:23][C:24](=[O:28])[CH2:25][CH2:26][N:17]1[CH2:16][CH2:15][N:14]([C:11]2[CH:10]=[CH:9][C:8]([O:7][C:6]3[CH:20]=[CH:21][C:3]([I:2])=[CH:4][CH:5]=3)=[CH:13][CH:12]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 76934Methyl 3-bromopropanoateHCID 44818805HCID 44818805, compound

Product 1

HCID 68426737HCID 68426737, compoundYield 91%

Procedure

The title compound (280 mg, 91%) was prepared from the compound from Example 14 (300 mg, 0.66 mmol) and 3-bromo-propionic acid methyl ester (153 mg, 0.92 mmol) by the procedure described step 1 of Example 1 MS (ESI) m/z 467 (M+H); 1H NMR (400 MHz, CDCl3) δ 2.56 (t, J=7.2 Hz, 2H), 2.64 (t, J=4.8 Hz, 4H), 2.75 (t, J=7.2 Hz, 2H), 3.15 (t, J=4.8 Hz, 4H), 3.69 (s, 3H), 6.70 (dd, J=0.8, 8.8 Hz, 2H), 6.92 (m, 4H), 7.56 (dd, J=0.8, 8.4 Hz, 2H).

Sources & evidence

ORD record
ord-f5e3ab68c5184b6383f3880ad4d7f3f7
Source dataset
uspto-grants-2010_07
Patent number
US07750012B2

Reaction notes

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