Borane;tetrahydrofuran → HCID 68915095, compound

HRID 870356Notes

Reaction equation

HRID 870356 reaction equation
[F:1][C:2]([F:30])([F:29])[O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[CH:15]=[N:16][C:17]3[CH2:18][CH2:19][CH2:20][CH:21]([NH:24][C:25](=O)[CH2:26][CH3:27])[C:22]=3[CH:23]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.B.C1COCC1>C1COCC1>[CH2:25]([NH:24][CH:21]1[CH2:20][CH2:19][CH2:18][C:17]2[N:16]=[CH:15][C:14]([NH:13][S:10]([C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:30])([F:29])[F:1])=[CH:9][CH:8]=3)(=[O:12])=[O:11])=[CH:23][C:22]1=2)[CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 2723981Borane;tetrahydrofuranHCID 68915585HCID 68915585, compound

Product 1

HCID 68915095HCID 68915095, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the same procedure as described previously, N-[3-(4-trifluoromethoxy-benzenesulfonylamino)-5,6,7,8-tetrahydro-quinolin-5-yl]-propionamide (120 mg, 0.27 mmol) in THF (10 ml) was treated with 1M BH3.THF (2.7 ml). Purification of the crude product by flash column chromatography (heptane:ethyl acetate, 1:2) provides the title compound (66 mg, 57%) as a white solid.

Workup

  1. customPurification of the crude product by flash column chromatography (heptane:ethyl acetate, 1:2)

Sources & evidence

ORD record
ord-6db304c998ec453485f6c5c81c2e917b
Source dataset
uspto-grants-2015_03
Patent number
US08969552B2

Reaction notes

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