3-Bromopyridine → (S)-tert-butyl 4-(4-(1-(6-methylpyridazin-3-yl)pyrrolidine-3-carboxamido)phenoxy)piperidine-1-carboxylate

HRID 873597Notes

Reaction equation

HRID 873597 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[NH:8]1[CH2:12][CH2:11][C@H:10]([C:13]([NH:15][C:16]2[CH:35]=[CH:34][C:19]([O:20][CH:21]3[CH2:26][CH2:25][N:24]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:23][CH2:22]3)=[CH:18][CH:17]=2)=[O:14])[CH2:9]1.[NH:36]1CC(C(NC2C=CC(OC3CCN(C(OC(C)(C)C)=O)CC3)=CC=2)=O)C1>>[CH3:3][C:2]1[N:36]=[N:4][C:5]([N:8]2[CH2:12][CH2:11][C@H:10]([C:13]([NH:15][C:16]3[CH:17]=[CH:18][C:19]([O:20][CH:21]4[CH2:22][CH2:23][N:24]([C:27]([O:29][C:30]([CH3:32])([CH3:31])[CH3:33])=[O:28])[CH2:25][CH2:26]4)=[CH:34][CH:35]=3)=[O:14])[CH2:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 122863-BromopyridineHCID 86702036Tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylateHCID 86702085(S)-tert-butyl 4-(4-(pyrrolidine-3-carboxamido)phenoxy)piperidine-1-carboxylate

Product 1

HCID 86702084(S)-tert-butyl 4-(4-(1-(6-methylpyridazin-3-yl)pyrrolidine-3-carboxamido)phenoxy)piperidine-1-carboxylate

Procedure

The title compound was prepared as described in Example 1C, substituting 3-bromo-6-methylpyridazine for 3-bromopyridine and (S)-tert-butyl 4-(4-(pyrrolidine-3-carboxamido)phenoxy)piperidine-1-carboxylate for tert-butyl 4-(4-(azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate.

Sources & evidence

ORD record
ord-63ba327b693347578f32963b485d2179
Source dataset
uspto-grants-2015_03
Patent number
US08975398B2

Reaction notes

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