HCID 69255260, compound → HCID 68853762, compound

HRID 902281Notes

Reaction equation

HRID 902281 reaction equation
Cl.Cl.N[C@H]1CCN(CC(C2CCCC[C@H]2O)C2C=CC=C([Cl:17])C=2)C1.[Cl:25][C:26]1[CH:27]=[C:28]([C@@H:32]([C:48]2([OH:54])[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]2)[C:33]([N:35]2[CH2:39][CH2:38][C@H:37]([NH:40]C(=O)OC(C)(C)C)[CH2:36]2)=O)[CH:29]=[CH:30][CH:31]=1>CO>[ClH:17].[ClH:25].[NH2:40][C@H:37]1[CH2:38][CH2:39][N:35]([CH2:33][C@H:32]([C:48]2([OH:54])[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]2)[C:28]2[CH:29]=[CH:30][CH:31]=[C:26]([Cl:25])[CH:27]=2)[CH2:36]1

Participants

4

Reactant 2

HCID 69255260HCID 69255260, compoundHCID 86599053HCID 86599053, compound

Product 1

HCID 68853762HCID 68853762, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an analogous manner to Example 1, step 2,1-[(1R)-2-[(3S)-3-aminopyrrolidin-1-yl-1-(3-chlorophenyl)ethyl]cyclohexanol dihydrochloride was prepared from tert-butyl {(3S)-1-[(2S)-2-(3-chlorophenyl)-2-(1-hydroxycyclohexyl)acetyl]pyrrolidin-3-yl}carbamate (see Example 387B). MS (ES) m/z 323.1; HRMS: calcd for C18H27ClN2O+H+, 323.18847; found (ESI, [M+H]+), 323.188; [α]D25=+24° (c=0.0105 g/mL, MeOH); CD=−@281 nm.

Sources & evidence

ORD record
ord-ab872500a27c428aaf9166da65977c4b
Source dataset
uspto-grants-2008_04
Patent number
US07365076B2

Reaction notes

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