Trifluoroacetic acid → HCID 9932869, compound

HRID 1271878Notes

Reaction equation

HRID 1271878 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]([CH:9]([C:13]1[N:22]([CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:21](=[O:30])[C:20]2[C:15](=[CH:16][C:17]([Cl:31])=[CH:18][CH:19]=2)[N:14]=1)[CH:10]([CH3:12])[CH3:11])[C:5](=[O:8])[CH:6]=[CH2:7].C(OC(=O)NCCN(C(=O)C=C)C(C1N(CC2C=CC=CC=2)C(=O)C2C(=CC(Cl)=CC=2)N=1)C(C)C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:23]([N:22]1[C:21](=[O:30])[C:20]2[C:15](=[CH:16][C:17]([Cl:31])=[CH:18][CH:19]=2)[N:14]=[C:13]1[CH:9]([N:4]1[C:5](=[O:8])[CH2:6][CH2:7][NH:1][CH2:2][CH2:3]1)[CH:10]([CH3:12])[CH3:11])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 18455033HCID 18455033, compoundHCID 69475385HCID 69475385, compound

Product 1

HCID 9932869HCID 9932869, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(2-Amino-ethyl)—N-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-acrylamide: (2-{Acryloyl-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-quinazolin-2-yl)-2-methyl-propyl]-amino}-ethyl)-carbamic acid tert-butyl ester (300 mg, 0.56 mmol) was treated with 50% TFA in CH2Cl2 (3 mL at room temperature. After 2 h the mixture was concentrated under vacuum, redissolved in CH2Cl2, washed with 10% NaHCO3, brine, dried and concentrated to give the title compound (240 mg) as a white solid: MS (ES) m/e 439.2 (M+H)+.

Workup

  1. concentrationAfter 2 h the mixture was concentrated under vacuum
  2. dissolutionredissolved in CH2Cl2
  3. washwashed with 10% NaHCO3, brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c2c37de0e328402fbb2f682016acff26
Source dataset
uspto-grants-2007_04
Patent number
US07208487B2

Reaction notes

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