Trifluoroacetic acid → HCID 21366116, compound

HRID 2376695Notes

Reaction equation

HRID 2376695 reaction equation
CC(O[C:6](=O)[N:7]([CH2:9][CH2:10][NH:11][C:12]1[N:17]=[CH:16][C:15]([Br:18])=[CH:14][N:13]=1)C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Br:18][C:15]1[CH:16]=[N:17][C:12]([NH:11][CH2:10][CH2:9][NH:7][CH3:6])=[N:13][CH:14]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69144507HCID 69144507, compound

Product 1

HCID 21366116HCID 21366116, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

An ice-cooled solution of [2-(5-bromo-pyrimidin-2-ylamino)-ethyl]-methyl-carbamic acid dimethyl-ethyl ester, D10 (2.32 g, 7.0 mol) in dichloromethane (90 ml) was treated with trifluoroacetic acid (10 ml). The reaction mixture was stirred for 2 h at room temperature, under argon then poured onto K2CO3 (excess)/ice. The aqueous layer was separated, washed with dichloromethane (3×) and the combined organics dried (MgSO4) and the solvent removed in vacuo to afford the title compound (1.00 g, 61%).

Workup

  1. additionthen poured onto K2CO3 (excess)/ice
  2. customThe aqueous layer was separated
  3. washwashed with dichloromethane (3×)
  4. dry with materialthe combined organics dried (MgSO4)
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-63665c4bbe3142e39e69d9f078c08630
Source dataset
uspto-grants-2008_12
Patent number
US07468367B2

Reaction notes

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