1-(tert-Butoxycarbonyl)-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid → HCID 178481071, compound

HRID 884043Notes

Reaction equation

HRID 884043 reaction equation
[CH3:1][C@@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]([C@H:16]2[CH2:20][C@@H:19]([C:21]([N:23]3[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]3)=[O:22])[NH:18][CH2:17]2)[C:9]([C@@H:11]2[CH2:15][CH2:14][CH2:13][O:12]2)=[O:10])[CH2:4][CH2:3]1.[C:30]([N:37]1[CH2:41][C@@H:40]([C:42]2[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][CH:43]=2)[C@H:39]([C:49](O)=[O:50])[CH2:38]1)([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31]>>[C:30]([N:37]1[CH2:38][C@@H:39]([C:49]([N:18]2[CH2:17][C@@H:16]([N:8]([C@H:5]3[CH2:6][CH2:7][C@@H:2]([CH3:1])[CH2:3][CH2:4]3)[C:9]([C@@H:11]3[CH2:15][CH2:14][CH2:13][O:12]3)=[O:10])[CH2:20][C@H:19]2[C:21]([N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)=[O:22])=[O:50])[C@H:40]([C:42]2[CH:43]=[CH:44][C:45]([Cl:48])=[CH:46][CH:47]=2)[CH2:41]1)([O:32][C:33]([CH3:35])([CH3:36])[CH3:34])=[O:31]

Participants

3

Reactant 2

HCID 27621121-(tert-Butoxycarbonyl)-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acidHCID 178481069HCID 178481069, compound

Product 1

HCID 178481071HCID 178481071, compoundYield 88%

Procedure

(2S)—N-(cis-4-methylcyclohexyl)-N-{(3S,5S)-5-[(4-methylpiperazin-1-yl)carbonyl]pyrrolidin-3-yl}tetrahydrofuran-2-carboxamide (0.76 g, 1.87 mmol) obtained in Step E of Example 16 and (3S,4R)-1-BOC-4-(4-chlorophenyl)pyrrolidine-3-carboxylic acid obtained in Preparation 14 were reacted according to the same procedure as in the Step F of Example 1 to give the title compound (1.18 g, 88%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-fde3b1f207dd4a54932a87f4efb6f521
Source dataset
uspto-grants-2012_08
Patent number
US08236955B2

Reaction notes

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