tert-Butyl carbamate → tert-Butyl [(3S)-1-(5-aminopyridin-2-yl)pyrrolidin-3-yl]carbamate

HRID 557705Notes

Reaction equation

HRID 557705 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C@H:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][N:15]=2)C1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:21](OC(=O)N)(C)(C)C>>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:12]1[CH2:11][CH2:10][N:13]([C:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][N:15]=2)[CH2:21]1)([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 77922tert-Butyl carbamate2×HCID 57652073HCID 57652073, compound

Product 1

HCID 53255818tert-Butyl [(3S)-1-(5-aminopyridin-2-yl)pyrrolidin-3-yl]carbamate

Procedure

With a method similar to that used for the preparation of (S)-3-(5-amino-pyridin-2-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester above, (S)-1-(5-amino-pyridin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester was prepared by the hydrogenation of (S)-1-(5-nitro-pyridin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester. This material was directly used in the next step without further purification.

Workup

  1. customThis material was directly used in the next step without further purification

Sources & evidence

ORD record
ord-06986e4fe26a42c4be2ad042fe875814
Source dataset
uspto-grants-2011_11
Patent number
US08058299B2

Reaction notes

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