Borane;tetrahydrofuran → HCID 69655076, compound

HRID 1794771Notes

Reaction equation

HRID 1794771 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:7][CH:6]=1)=[O:4].B.C1COCC1>>[Br:1][CH2:2][C@@H:3]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[CH:9][CH:10]=1)[OH:4]

Participants

3

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 15592151N-(4-(2-bromoacetyl)phenyl)methanesulfonamide

Product 1

HCID 69655076HCID 69655076, compound

Procedure

The title compound was prepared from N-[4-(2-bromoacetyl)phenyl]methanesulfonamide (0.23 g, 0.82 mmol) (which was obtained in Example 111), and 1M BH3/THF solution (10.35 mL, 10.5 mmol) in substantially the same manner, as described in Example 103 and was obtained as a white solid (1.75 g, 72% yield); MS (ES) m/z: 293 (M)+; 1H NMR (400 MHz, DMSO-d6) δ 7.14 (d, 2H), 2.95 (s, 3H), 3.53 (m, 1H), 3.55 (m, 1H), 4.73 (m, 1H), 5.75 (d, 1H), 7.14 (d, 2H), 9.74 (s, 1H).

Sources & evidence

ORD record
ord-96636ecb157847b4b84ffb0cc04fc805
Source dataset
uspto-grants-2006_04
Patent number
US07022716B2

Reaction notes

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