(R)-(+)-1-Boc-3-aminopyrrolidine → HCID 178424065, compound

HRID 1666090Notes

Reaction equation

HRID 1666090 reaction equation
[CH3:1][C:2]([CH3:32])([CH3:31])[CH2:3][N:4]([CH3:30])[C:5]1[C:10]([C:11]#[N:12])=[C:9]([NH:13][C:14]2[CH:19]=[C:18]([C:20]3[NH:24][CH:23]=[N:22][N:21]=3)[CH:17]=[CH:16][C:15]=2[CH3:25])[N:8]=[C:7](S(C)(=O)=O)[N:6]=1.C(OC([N:40]1[CH2:44][CH2:43][C@@H:42]([NH2:45])[CH2:41]1)=O)(C)(C)C>C(#N)C>[CH3:1][C:2]([CH3:32])([CH3:31])[CH2:3][N:4]([CH3:30])[C:5]1[C:10]([C:11]#[N:12])=[C:9]([NH:13][C:14]2[CH:19]=[C:18]([C:20]3[NH:24][CH:23]=[N:22][N:21]=3)[CH:17]=[CH:16][C:15]=2[CH3:25])[N:8]=[C:7]([NH:45][C@@H:42]2[CH2:43][CH2:44][NH:40][CH2:41]2)[N:6]=1

Participants

4

Reactant 2

HCID 854070(R)-(+)-1-Boc-3-aminopyrrolidineHCID 178424069HCID 178424069, compound

Product 1

HCID 178424065HCID 178424065, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A solution of 4-[(2,2-dimethyl-propyl)-methyl-amino]-2-methanesulfonyl-6-[2-methyl-5-(4H-[1,2,4]triazol-3-yl)-phenylamino]-pyrimidine-5-carbonitrile (10 mg, 0.022 mmol) and 1-tert-butoxycarbony-3(R)-amino-pyrrolidine (0.08 g, 0.4 mmol) in 2 mL of acetonitrile was heated with stirring at 80° C. for 18 h. Volatiles were the removed in vacuo and the product was purified by flash chromatography.

Workup

  1. customremoved in vacuo
  2. customthe product was purified by flash chromatography

Sources & evidence

ORD record
ord-6746d0ade94d4421862b4caffa7b604b
Source dataset
uspto-grants-2011_10
Patent number
US08044040B2

Reaction notes

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