Butanoic acid, 2-bromo-, methyl ester → HCID 68998835, compound

HRID 750095Notes

Reaction equation

HRID 750095 reaction equation
[ClH:1].[NH:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:9]1[CH:26]=[CH:25][C:12]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[S:21][CH:22]=[CH:23][N:24]=3)=[CH:16][CH:15]=2)=[CH:11][CH:10]=1.Br[CH:28]([CH2:33][CH3:34])[C:29]([O:31]C)=[O:30]>>[ClH:1].[S:21]1[CH:22]=[CH:23][N:24]=[C:20]1[C:17]1[CH:18]=[CH:19][C:14]([CH2:13][C:12]2[CH:25]=[CH:26][C:9]([O:8][CH2:7][C@@H:3]3[CH2:4][CH2:5][CH2:6][N:2]3[CH2:34][CH2:33][CH2:28][C:29]([OH:31])=[O:30])=[CH:10][CH:11]=2)=[CH:15][CH:16]=1

Participants

3

Reactant 2

HCID 95577Butanoic acid, 2-bromo-, methyl esterHCID 69001677HCID 69001677, compound

Product 1

HCID 68998835HCID 68998835, compoundYield 42.3%

Procedure

The title compound (56 mg, 42%) was prepared from the product of Example 150 (0.1 g, 0.28 mmol) and methyl bromobutyrate (0.062 g, 0.34 mmol) using the procedure of Example 147; 1HNMR (400 MHz, CD3OD) δ 8.07 (m, 1H), 7.90 (d, J=8 Hz, 1H), 7.85 (m, 2H), 7.42 (d, J=8.4 Hz, 2H), 7.20 (d, J=8.8 Hz, 2H), 6.98 (d, J=8.8 Hz, 2H), 4.32 (m, 1H), 4.20 (m, 1H), 4.10 (m, 1H), 4.04 (s, 2H), 3.95 (m, 1H), 3.65 (m, 3H), 3.36 (m, 2H), 2.50-2.00 (m, 6H); MS.?

Sources & evidence

ORD record
ord-d9d65ef921ab4b68b04f6a7b72fb9097
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

Loading…