Methyl iodide → HCID 54453554, compound

HRID 1780432Notes

Reaction equation

HRID 1780432 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-5a8294e070a34047b9617c9bec8748fd
Source dataset
uspto-grants-1997_05
Patent number
US05629007

Reaction notes

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