Trifluoroacetic acid → 5H-Benzo(6,7)cyclohepta(1,2-d)pyrimidin-2-amine, 4-((3R)-3-amino-1-pyrrolidinyl)-6,7-dihydro-

HRID 1014934Notes

Reaction equation

HRID 1014934 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[CH2:25][CH2:24][CH2:23][C:22]4[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=4[C:16]=3[N:17]=[C:18]([NH2:20])[N:19]=2)[CH2:10]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:15]3[CH2:25][CH2:24][CH2:23][C:22]4[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=4[C:16]=3[N:17]=[C:18]([NH2:20])[N:19]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 597768164-((3R)-3-(t-Butoxycarbonyl)Amino-pyrrolidin-1-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-ylamine

Product 1

HCID 250687535H-Benzo(6,7)cyclohepta(1,2-d)pyrimidin-2-amine, 4-((3R)-3-amino-1-pyrrolidinyl)-6,7-dihydro-

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of the product from Example 4D (68 mg, 0.17 mmol) in CH2Cl2 (3 mL) was treated with trifluoroacetic acid (0.2 mL) and stirred for 16 hours. The mixture was diluted with CH2Cl2, washed H2O, dried, concentrated and chromatographed on silica gel eluting with eluting with NH4OH/MeOH/CH2Cl2 (0.8/8/92) to provide the title compound.

Workup

  1. washwashed H2O
  2. customdried
  3. concentrationconcentrated
  4. customchromatographed on silica gel eluting
  5. washwith eluting with NH4OH/MeOH/CH2Cl2 (0.8/8/92)

Sources & evidence

ORD record
ord-100f9f366c9d42f7af479d8a5f766996
Source dataset
uspto-grants-2011_07
Patent number
US07985745B2

Reaction notes

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