Triethylamine → HCID 178514733, compound

HRID 1035873Notes

Reaction equation

HRID 1035873 reaction equation
Cl.Cl.[O:3]1[CH2:8][CH2:7][N:6]([C@H:9]2[CH2:14][CH2:13][C@H:12]([NH2:15])[CH2:11][CH2:10]2)[CH2:5][CH2:4]1.F[C:17]1[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][C:18]=1[N+:27]([O-:29])=[O:28].C(N(CC)CC)C>O1CCCC1>[O:3]1[CH2:4][CH2:5][N:6]([C@H:9]2[CH2:10][CH2:11][C@H:12]([NH:15][C:17]3[CH:22]=[CH:21][C:20]([S:23]([NH2:26])(=[O:25])=[O:24])=[CH:19][C:18]=3[N+:27]([O-:29])=[O:28])[CH2:13][CH2:14]2)[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 167824874-Fluoro-3-nitrobenzenesulfonamideHCID 178478723HCID 178478723, compound

Product 1

HCID 178514733HCID 178514733, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of trans-4-morpholinocyclohexanamine dihydrochloride (5 g, 19.44 mmol), 4-fluoro-3-nitrobenzenesulfonamide (4.32 g, 19.63 mmol) and triethylamine (20 ml, 143 mmol) in tetrahydrofuran (60 ml) was stirred for 16 hours at room temperature. The solid product was filtered off, washed with tetrahydrofuran, ether, dichloromethane (3×) and dried under vacuum.

Workup

  1. filtrationThe solid product was filtered off
  2. washwashed with tetrahydrofuran, ether, dichloromethane (3×)
  3. customdried under vacuum

Sources & evidence

ORD record
ord-5a4169a727ab4e1a8411dfbdb42b7472
Source dataset
uspto-grants-2013_10
Patent number
US08546399B2

Reaction notes

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