10-tert-butyl 6-methyl 13-cyclohexyl-3-fluoro-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate → 10-tert-butyl 6-methyl 13-cyclohexyl-3-methoxy-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

HRID 1408320Notes

Reaction equation

HRID 1408320 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])=[CH:12][C:13]=3[N:14]3[CH2:20][C:19]([C:21]([O:23][CH3:24])=[O:22])=[C:18]([CH3:25])[C:17]4[CH:26]=[C:27](F)[CH:28]=[CH:29][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:38](C1C=C(OC)C=CC=1C1NC2C(C=1C1CCCCC1)=CC=C(C(OC(C)(C)C)=O)C=2)(=[O:40])C>>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])=[CH:12][C:13]=3[N:14]3[CH2:20][C:19]([C:21]([O:23][CH3:24])=[O:22])=[C:18]([CH3:25])[C:17]4[CH:26]=[C:27]([O:40][CH3:38])[CH:28]=[CH:29][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 5824477310-tert-butyl 6-methyl 13-cyclohexyl-3-fluoro-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylateHCID 68340203tert-butyl 2-(2-acetyl-4-methoxyphenyl)-3-cyclohexyl-1H-indole-6-carboxylate

Product 1

HCID 5824481210-tert-butyl 6-methyl 13-cyclohexyl-3-methoxy-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate

Procedure

The title product 10-tert-butyl 6-methyl 13-cyclohexyl-3-methoxy-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate 16a was synthesized by following a similar procedure to that used for the synthesis of 10-tert-butyl 6-methyl 13-cyclohexyl-3-fluoro-5-methyl-7H-indolo[2,1-a][2]benzazepine-6,10-dicarboxylate 20a, using tert-butyl 2-(2-acetyl-4-methoxyphenyl)-3-cyclohexyl-1H-indole-6-carboxylate 37d instead of tert-butyl 2-(2-acetyl-4-fluorophenyl)-3-cyclohexyl-1H-indole-6-carboxylate 33c.

Sources & evidence

ORD record
ord-c3330c13a2e94ffba78edcfa51dc376f
Source dataset
uspto-grants-2014_12
Patent number
US08921355B2

Reaction notes

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