Methyl iodide → HCID 54453554, compound

HRID 1079171Notes

Reaction equation

HRID 1079171 reaction equation
[CH3:1][C@@:2]12[C:11]3[CH:12]=[CH:13][C:14]([S:16][C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=4)=[CH:15][C:10]=3[CH2:9][CH2:8][C@H:7]1[NH:6][C:5](=[O:24])[CH2:4][CH2:3]2.[CH3:25]I>>[CH3:25][N:6]1[C@H:7]2[C@@:2]([CH3:1])([C:11]3[CH:12]=[CH:13][C:14]([S:16][C:17]4[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=4)=[CH:15][C:10]=3[CH2:9][CH2:8]2)[CH2:3][CH2:4][C:5]1=[O:24]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 53693210HCID 53693210, compound

Product 1

HCID 54453554HCID 54453554, compound

Procedure

A 612 mg portion of (4aR)-(10bR)-10b-methyl-8-(3-chlorophenylthio)-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]-quinolin-3-one was methylated with methyl iodide substantially as shown in Example 95. Attempts at crystallization of the product were unsuccessful, so it was characterized as an opaque colorless oil, 525 mg. FDMS: m/e=371. α[D]589 =+72.9, α[D]365 =+265.2 (chloroform).

Workup

  1. customAttempts at crystallization of the product

Sources & evidence

ORD record
ord-53d475879a37449589a4e3f18a9c15c9
Source dataset
uspto-grants-1996_08
Patent number
US05550134

Reaction notes

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