HCID 67150740, compound → HCID 57847107, compound

HRID 550314Notes

Reaction equation

HRID 550314 reaction equation
[C:1]([NH:9][C@@H:10]1[CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]1[C:16]([N:18]1[C@@H:30]2[C@@H:21]([C@H:22]([C:31]3[N:32](CCC(C)(C)C([O-])=O)[CH:33]=[CH:34][N:35]=3)[NH:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:29]=32)[CH2:20][CH2:19]1)=[O:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCN1C=CN=C1C1C2CCN(C([C@H]3CCCC[C@H]3NC(=O)C3C=CC=CC=3)=O)C=2C2C=CC=CC=2N=1)(=O)C(C)(C)C>>[NH:35]1[CH:34]=[CH:33][N:32]=[C:31]1[C:22]1[C:21]2[CH2:20][CH2:19][N:18]([C:16]([C@H:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C@H:10]3[NH:9][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[O:17])[C:30]=2[C:29]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[N:23]=1

Participants

3

Reactant 2

HCID 67150740HCID 67150740, compoundHCID 131727644HCID 131727644, compound

Product 1

HCID 57847107HCID 57847107, compound

Procedure

In the same manner as in Example 325, [2-((3aR*,4R*,9bR*)-1-{[(1S,2R)-2-(benzoylamino)cyclohexyl]carbonyl}-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-4-yl)-1H-imidazol-1-yl]methylpivalate was subjected to the oxidization reaction to synthesize [2-(1-{[(1S,2R)-2-(benzoylamino)cyclohexyl]carbonyl}-2,3-dihydro-1H-pyrrolo[3,2-c]quinolin-4-yl)-1H-imidazol-1-yl]methyl pivalate, and then the title compound was synthesized in the same manner as in Example 81 by removing the pivaloyloxymethyl group.

Workup

  1. customby removing the pivaloyloxymethyl group

Sources & evidence

ORD record
ord-203430fd9a38443997f020170150f730
Source dataset
uspto-grants-2011_05
Patent number
US07943770B2

Reaction notes

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