Benzyl 4-amino-3,3-dimethylpyrrolidine-1-carboxylate → (S)-benzyl 4-(6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-ylamino)-3,3-dimethylpyrrolidine-1-carboxylate

HRID 877809Notes

Reaction equation

HRID 877809 reaction equation
[NH2:1][CH:2]1[CH2:6][N:5]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:4][C:3]1([CH3:18])[CH3:17].[Br:19][C:20]1[CH:21]=[C:22]2[C:27](Cl)=[C:26]([C:29]([NH2:31])=[O:30])[CH:25]=[N:24][N:23]2[CH:32]=1>>[Br:19][C:20]1[CH:21]=[C:22]2[C:27]([NH:1][C@@H:2]3[CH2:6][N:5]([C:7]([O:9][CH2:10][C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)=[O:8])[CH2:4][C:3]3([CH3:18])[CH3:17])=[C:26]([C:29](=[O:30])[NH2:31])[CH:25]=[N:24][N:23]2[CH:32]=1

Participants

3

Reactant 2

HCID 66936024Benzyl 4-amino-3,3-dimethylpyrrolidine-1-carboxylateHCID 682911926-Bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carboxamide

Product 1

HCID 86707905(S)-benzyl 4-(6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-ylamino)-3,3-dimethylpyrrolidine-1-carboxylate

Procedure

According to the procedure described for Step 1 of Example 294, the title compound was prepared by coupling enantiopure Intermediate 11 with Intermediate 2.

Sources & evidence

ORD record
ord-76ffdfb351144602bd3bc927f9f8b5e2
Source dataset
uspto-grants-2015_03
Patent number
US08987268B2

Reaction notes

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