4-Piperidinol, 1-methyl- → HCID 117598855, compound

HRID 522400Notes

Reaction equation

[C:1]([C@H:5]1[C:32](=[O:33])[N:31]2[CH2:34][C@@H:28]([CH2:29][C@H:30]2[C:35]([O:37][CH3:38])=[O:36])[O:27][C:17]2=[N:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[C:25]([OH:26])=[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[CH2:39][C@H:9]2[O:8][C:7](=[O:40])[NH:6]1)([CH3:4])([CH3:3])[CH3:2].[CH3:41][N:42]1[CH2:47][CH2:46][CH:45](O)[CH2:44][CH2:43]1>>[C:1]([C@H:5]1[C:32](=[O:33])[N:31]2[CH2:34][C@@H:28]([CH2:29][C@H:30]2[C:35]([O:37][CH3:38])=[O:36])[O:27][C:17]2=[N:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[C:25]([O:26][CH:45]3[CH2:46][CH2:47][N:42]([CH3:41])[CH2:43][CH2:44]3)=[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[CH2:39][C@H:9]2[O:8][C:7](=[O:40])[NH:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 660484-Piperidinol, 1-methyl-

HCID 178501306HCID 178501306, compound

Product 1

HCID 117598855HCID 117598855, compound

Conditions

Temperature: 40 °C

Procedure

Methyl (1aR,55,8S,10R,22aR)-5-tert-butyl-17-hydroxy-3,6-dioxo-1,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-8H-7,10-methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinoline-8-carboxylate synthesized in example 113, step 5 was reacted with 1-methylpiperidin-4-ol using the procedure described for Example 137 (heating was required: 40° C. for 18 hours). LRMS (ES+) m/z 651.55 (M+H)+.

Sources & evidence

ORD record: ord-8c4810515e6449669883e1ed454983c4
Source dataset: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09328138B2

Reaction notes

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