Methyl 4-bromobutyrate → HCID 59752930, compound

HRID 1909803Notes

Reaction equation

HRID 1909803 reaction equation
Cl.[C:2]1([C:8]2[S:12][C:11]([CH2:13][C:14]3[CH:26]=[CH:25][C:17]([O:18][CH2:19][C@@H:20]4[CH2:24][CH2:23][CH2:22][NH:21]4)=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:28][CH2:29][CH2:30][C:31]([O:33]C)=[O:32]>>[C:2]1([C:8]2[S:12][C:11]([CH2:13][C:14]3[CH:15]=[CH:16][C:17]([O:18][CH2:19][C@@H:20]4[CH2:24][CH2:23][CH2:22][N:21]4[CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])=[CH:25][CH:26]=3)=[CH:10][CH:9]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 107604Methyl 4-bromobutyrateHCID 69000382HCID 69000382, compound

Product 1

HCID 59752930HCID 59752930, compound

Procedure

The title compound was prepared from the product of Example 161 (0.1 g, 0.26 mmol) and methyl 4-bromobutyrate (56 mg, 0.31 mmol) using the procedure of Example 147; 1HNMR (400 MHz, CDCl3) δ 7.50 (d, J=8.8 Hz, 2H), 7.32 (t, J=6 Hz, 2H), 7.24 (m, 3H), 7.18 (d, J=3.6 Hz, 1H), 6.98 (d, J=8.8 Hz, 2H), 6.77 (d, J=3.6 Hz, 1H), 4.36 (dd, J=7.2, 3.6 Hz, 1H), 4.20 (br, 1H), 4.10 (s, 2H), 3.71 (br, 1H), 3.05 (br, 2H), 2.44 (br, 2H), 2.19-1.98 (m, 9H); LC/MS (ESI+) m/z: 95%; 437 (M+1, 100).

Sources & evidence

ORD record
ord-52acaf6a00844220a0945d23faeb9b4a
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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