Potassium hydroxy sulfite → HCID 71255211, compound

HRID 540211Notes

Reaction equation

HRID 540211 reaction equation
O[O:2][S:3]([O-:5])=O.[K+].S1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH2:11][N:10]([C:18]2[N:27]=[C:26]([NH2:28])[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([CH3:29])[CH:24]=3)[N:19]=2)[CH2:9][CH2:8]1>O.CO.O1CCCC1>[O:2]=[S:3]1(=[O:5])[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:11][N:10]([C:18]2[N:27]=[C:26]([NH2:28])[C:25]3[C:20](=[CH:21][CH:22]=[C:23]([CH3:29])[CH:24]=3)[N:19]=2)[CH2:9][CH2:8]1

Participants

6

Reactant 2

HCID 23707502Potassium hydroxy sulfiteHCID 71254489HCID 71254489, compound

Product 1

HCID 71255211HCID 71255211, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of oxone (670 mg, 1.117 mmol) in water (2.5 mL), which was cooled below 0° C. in an ice-bath, was added a solution of 2-(2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinazolin-4-amine (300 mg, 0.930 mmol) in methanol (15 mL) and tetrahydrofuran (3 mL) dropwise. The resulting mixture was stirred below 0° C. for 2 hours. The formed precipitate was collected by filtration, washed with water and dried in vacuo to afford the desired product as a white solid. MS obsd. (ESI+) [(M+H)+] 355, 1H NMR (400 MHz, DMSO-d6) δ ppm 7.91-7.86 (m, 2 H), 7.77 (s, 1 H), 7.64-7.60 (t, J=16.0 Hz, 1 H), 7.51-7.48 (m, 2 H), 7.37-7.35 (d, J=8.0 Hz, 1 H), 5.06 (s, 2 H), 4.37 (s, 2 H), 3.59 (s, 2 H), 2.31 (s, 3 H).

Workup

  1. filtrationThe formed precipitate was collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-f29a71b4e2364b4a970bfc6e83405bea
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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