Pyrrolidine → HCID 86723993, compound

HRID 1475378Notes

Reaction equation

HRID 1475378 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:6]([O:10][C:11]([N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]([N:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:31]([OH:33])=O)[CH:29]=3)[CH2:24][CH2:23]2)=[O:21])[CH2:15][C@H:14]1[CH3:34])=[O:12])([CH3:9])([CH3:8])[CH3:7]>>[C:6]([O:10][C:11]([N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20](=[O:21])[N:22]2[C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:31]([N:1]4[CH2:5][CH2:4][CH2:3][CH2:2]4)=[O:33])[CH:29]=3)[CH2:24][CH2:23]2)[CH2:15][C@H:14]1[CH3:34])=[O:12])([CH3:7])([CH3:8])[CH3:9]

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 86723991HCID 86723991, compound

Product 1

HCID 86723993HCID 86723993, compound

Procedure

Starting with pyrrolidine and 1-[2-((R)-4-tert-butoxycarbonyl-3-methyl-piperazin-1-yl)-acetyl]-2,3-dihydro-1H-indole-6-carboxylic acid, the title compound was prepared by using similar methods to those described in General Procedure 1. 1H NMR (Me-d3-OD): 8.31 (1H, s), 7.34 (1H, d), 7.22 (1H, dd), 4.32 (2H, t), 4.24 (1H, s), 3.83 (1H, d), 3.67-3.54 (2H, m), 3.54-3.41 (2H, m), 3.31-3.09 (5H, m), 2.93 (1H, d), 2.83 (1H, d), 2.41-2.23 (1H, m), 2.23-2.09 (1H, m), 2.02-1.98 (2H, m), 1.96-1.84 (2H, m), 1.48 (9H, s), 1.30 (3H, d).

Sources & evidence

ORD record
ord-94caf8c3bdbc44ecaf1ec875dc6ebda8
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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