Acetonitrile → HCID 178514397, compound

HRID 1837595Notes

Reaction equation

HRID 1837595 reaction equation
[O:1]([C:9]1[CH:10]=[CH:11][C:12]2[CH2:13][C@H:14]3[N:26]([CH2:27][CH2:28][CH2:29][NH:30][CH:31]=[N:32][NH2:33])[CH2:25][CH2:24][C@:20]45[C:21]=2[C:22]=1[O:23][CH:19]4[CH:18]([O:34][Si](C(C)(C)C)(C)C)[CH:17]=[CH:16][C@@H:15]35)[Si](C(C)(C)C)(C)C.C(#N)C>O1CCCC1>[O:23]1[C@@H:19]2[C@@:20]34[CH2:24][CH2:25][N:26]([CH2:27][CH2:28][CH2:29][NH:30][CH:31]=[N:32][NH2:33])[C@@H:14]([C@@H:15]3[CH:16]=[CH:17][C@@H:18]2[OH:34])[CH2:13][C:12]2=[C:21]4[C:22]1=[C:9]([OH:1])[CH:10]=[CH:11]2

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 178455017HCID 178455017, compound

Product 1

HCID 178514397HCID 178514397, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,6-bis(t-butyldimethylsiloxy)-7,8-didehydro-4,5-epoxy-17-(N-aminoiminomethyl-aminopropyl)morphinan was deprotected using 40% HF in a 10:1 mixture of acetonitrile and tetrahydrofuran as described before. The precipitate was filtered and washed with acetonitrile, methylenechloride followed by methanol. KRS-2-47 was obtained as a white powder in 73% yield (70 mg).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with acetonitrile, methylenechloride
  3. customKRS-2-47 was obtained as a white powder in 73% yield (70 mg)

Sources & evidence

ORD record
ord-8f60aeb77b0e4341add799d00a657054
Source dataset
uspto-grants-2004_08
Patent number
US06784186B1

Reaction notes

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