Methyl 4-bromobutyrate → HCID 59752876, compound

HRID 750108Notes

Reaction equation

HRID 750108 reaction equation
[CH2:1]([C:8]1[S:12][C:11]([C:13]2[CH:25]=[CH:24][C:16]([O:17][CH2:18][C@@H:19]3[CH2:23][CH2:22][CH2:21][NH:20]3)=[CH:15][CH:14]=2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:27][CH2:28][CH2:29][C:30]([O:32]C)=[O:31]>>[CH2:1]([C:8]1[S:12][C:11]([C:13]2[CH:25]=[CH:24][C:16]([O:17][CH2:18][C@@H:19]3[CH2:23][CH2:22][CH2:21][N:20]3[CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:15][CH:14]=2)=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 107604Methyl 4-bromobutyrateHCID 59753061HCID 59753061, compound

Product 1

HCID 59752876HCID 59752876, compoundYield 30%

Procedure

The title compound was prepared from the product of example 172 (100 mg, 0.22 mmol) and methyl 4-bromobutyrate (56 mg, 0.31 mmol) using the procedure of example 147 with 30% yield (30 mg). 1HNMR (CD3OD) 7.44 (br d, J=8 Hz, 2H), 7.32-7.20 (m, 5H), 7.01 (br d, J=3.6 Hz, 1H), 6.99 (br d, J=8 Hz, 2H), 6.73 (br d, J=3.6 Hz, 1H), 4.70 (br, 1H), 4.20 (br, 2H), 4.12 (s, 2H), 3.97 (br, 1H), 3.59 (br, 3H), 3.00 (br, 2H), 2.45 (br, 2H), 2.19-1.98 (br, 4H), LC/MS (ESI+) m/z: 92%; 437 (M+1, 100). Elemental analysis

Sources & evidence

ORD record
ord-3b44d60c647641238a1b91958a5999f6
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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