tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate → (5-(4-Fluorophenyl)-2-methylthiazol-4-yl)(octahydro-1H-pyrrolo[3,4-b]pyridin-1-yl)methanone

HRID 61008Notes

Reaction equation

HRID 61008 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[N:13]=[C:14]([CH3:24])[S:15][C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:11].N1CCCC2CN(C(OC(C)(C)C)=O)CC12>>[F:23][C:20]1[CH:19]=[CH:18][C:17]([C:16]2[S:15][C:14]([CH3:24])=[N:13][C:12]=2[C:10]([N:4]2[CH2:5][CH2:6][CH2:7][CH:8]3[CH2:9][NH:1][CH2:2][CH:3]23)=[O:11])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 68729079tert-Butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylateHCID 89748274((2S,3S)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

Product 1

HCID 117727715(5-(4-Fluorophenyl)-2-methylthiazol-4-yl)(octahydro-1H-pyrrolo[3,4-b]pyridin-1-yl)methanone

Procedure

The title compound was prepared following the same general protocol as described for rac-((2S,3S)-2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone in Example A65 using tert-butyl hexahydro-1H-pyrrolo[3,4-b]pyridine-6(2H)-carboxylate. MS (ESI) 346 (M+H).

Sources & evidence

ORD record
ord-1b89acd42f244e4a97dc9372d676b75e
Source dataset
uspto-grants-2016_09
Patent number
US09440982B2

Reaction notes

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