2-(1-ethyl-4-methoxy-6-phenyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide → 2-(dimethylamino)-1-(1-ethyl-4-methoxy-6-phenyl-1H-indol-3-yl)ethanol

HRID 1404146Notes

Reaction equation

HRID 1404146 reaction equation
C(OC1C(F)=CC=C2C=1C(CCN(C)C)=CN2)C1C=CC=CC=1.[CH2:24]([N:26]1[C:34]2[C:29](=[C:30]([O:41][CH3:42])[CH:31]=[C:32]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:33]=2)[C:28]([C:43](=[O:49])[C:44]([N:46]([CH3:48])[CH3:47])=O)=[CH:27]1)[CH3:25]>>[CH3:48][N:46]([CH3:47])[CH2:44][CH:43]([C:28]1[C:29]2[C:34](=[CH:33][C:32]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[CH:31][C:30]=2[O:41][CH3:42])[N:26]([CH2:24][CH3:25])[CH:27]=1)[OH:49]

Participants

3

Reactant 2

HCID 583040122-(1-ethyl-4-methoxy-6-phenyl-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamideHCID 669270882-(4-Benzyloxy-5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine

Product 1

HCID 583040302-(dimethylamino)-1-(1-ethyl-4-methoxy-6-phenyl-1H-indol-3-yl)ethanolYield 68%

Procedure

Following the procedure (step 6, scheme 1) used to prepare compound 1-7a, compound 36-4 gave compound 36-5 (68%), which was taken on to the final step without further purification. LCMS: calc 338.2 and found: 313.1 [MH−water]+.

Sources & evidence

ORD record
ord-550d78428a014f02ad9db0637996836d
Source dataset
uspto-grants-2014_12
Patent number
US08912220B2

Reaction notes

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