Benzylamine → HCID 68705303, compound

HRID 1518240Notes

Reaction equation

HRID 1518240 reaction equation
C1(C2C3C=CC(C([O-])=O)=CC=3N3C=2C2C=CC=CC=2OCC2(COC(C)(C)OC2)C3)CCCCC1.[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.[CH:44]1([C:50]2[C:51]3[CH:52]=[CH:53][C:54]([C:72]([O:74][CH3:75])=[O:73])=[CH:55][C:56]=3[N:57]3[C:67]=2[C:66]2[CH:68]=[CH:69][CH:70]=[CH:71][C:65]=2[O:64][CH2:63][C:59]2([CH2:62]O[CH2:60]2)[CH2:58]3)[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]1>CCOC(C)=O>[CH2:36]([N:43]1[CH2:62][C:59]2([CH2:58][N:57]3[C:56]4[CH:55]=[C:54]([C:72]([O:74][CH3:75])=[O:73])[CH:53]=[CH:52][C:51]=4[C:50]([CH:44]4[CH2:49][CH2:48][CH2:47][CH2:46][CH2:45]4)=[C:67]3[C:66]3[CH:68]=[CH:69][CH:70]=[CH:71][C:65]=3[O:64][CH2:63]2)[CH2:60]1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 68702861HCID 68702861, compoundHCID 86637856HCID 86637856, compound

Product 1

HCID 68705303HCID 68705303, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This compound was prepared from 14′-cyclohexyl-2,2-dimethylspiro[1,3-dioxane-5,7′-indolo[1,2-e][1,5]benzoxazocine]-11′-carboxylate (Example 2, Step 3) and benzylamine as described in Example 9. Flash chromatography (PE:EtOAc 2:1) gave a mixture of the title compound and methyl 14-cyclohexylspiro[indolo[1,2-e][1,5]benzoxazocine-7,3′-oxetane]-11-carboxylate in 65% yield. MS (ES+) m/z 521 (M+H)+.

Sources & evidence

ORD record
ord-c89ba3dd3079446fb2b0b46b8b4ab366
Source dataset
uspto-grants-2012_07
Patent number
US08232390B2

Reaction notes

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