HCID 68762968, compound → N-((1'-benzyl-1-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4'-piperidine]-4-yl)methyl)acetamide

HRID 529108Notes

Reaction equation

HRID 529108 reaction equation
ClC1C=C2C3(CCN(C(OC(C)(C)C)=O)CC3)CN(C3C4[C@H](C)C[C@@H](OC(=O)C5C=CC([N+]([O-])=O)=CC=5)C=4N=CN=3)C2=CC=1.[N+](C1C=CC(C([O:54][C@H:55]2[C:59]3[N:60]=[CH:61][N:62]=[C:63]([N:64]4[C:84]5[C:79](=[C:80]([CH2:85][NH:86][C:87](=[O:89])[CH3:88])[CH:81]=[CH:82][CH:83]=5)[C:66]5([CH2:71][CH2:70][N:69]([CH2:72][C:73]6[CH:78]=[CH:77][CH:76]=[CH:75][CH:74]=6)[CH2:68][CH2:67]5)[CH2:65]4)[C:58]=3[C@H:57]([CH3:90])[CH2:56]2)=O)=CC=1)([O-])=O>>[CH2:72]([N:69]1[CH2:68][CH2:67][C:66]2([C:79]3[C:84](=[CH:83][CH:82]=[CH:81][C:80]=3[CH2:85][NH:86][C:87](=[O:89])[CH3:88])[N:64]([C:63]3[C:58]4[C@H:57]([CH3:90])[CH2:56][C@@H:55]([OH:54])[C:59]=4[N:60]=[CH:61][N:62]=3)[CH2:65]2)[CH2:71][CH2:70]1)[C:73]1[CH:74]=[CH:75][CH:76]=[CH:77][CH:78]=1

Participants

3

Reactant 2

HCID 68762968HCID 68762968, compoundHCID 69811912(5R,7R)-4-(4-(acetamidomethyl)-1'-benzylspiro[indoline-3,4'-piperidine]-1-yl)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-yl 4-nitrobenzoate

Product 1

HCID 68759942N-((1'-benzyl-1-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4'-piperidine]-4-yl)methyl)acetamide

Procedure

N-((1′-benzyl-1-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methyl)acetamide was prepared by the procedures described in Example 3, Step 12, substituting (tert-butyl 5-chloro-1-((5R,7R)-5-methyl-7-(4-nitrobenzoyloxy)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-1′-carboxylate with (5R,7R)-4-(4-(acetamidomethyl)-1′-benzylspiro[indoline-3,4′-piperidine]-1-yl)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-7-yl 4-nitrobenzoate. LCMS (APCI+) m/z 498 [M+H]+; Rt=2.16 min.

Sources & evidence

ORD record
ord-fa30032cecfc4ad79a901cd8a1d5c4ee
Source dataset
uspto-grants-2016_05
Patent number
US09346805B2

Reaction notes

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