3-(Trifluoromethoxy)benzoic acid → HCID 21923056, compound

HRID 1244969Notes

Reaction equation

HRID 1244969 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][C:5]1[N:13]=[C:12]([Cl:14])[N:11]=[C:10]2[C:6]=1[N:7]=[CH:8][N:9]2[CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1.O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[F:43][C:44]([F:56])([F:55])[O:45][C:46]1[CH:47]=[C:48]([CH:52]=[CH:53][CH:54]=1)[C:49](O)=[O:50]>ClCCl.O>[Cl:14][C:12]1[N:11]=[C:10]2[C:6]([N:7]=[CH:8][N:9]2[CH:15]2[CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:5]([NH:4][CH2:3][CH2:2][NH:1][C:49](=[O:50])[C:48]2[CH:52]=[CH:53][CH:54]=[C:46]([O:45][C:44]([F:43])([F:55])[F:56])[CH:47]=2)[N:13]=1

Participants

7

Reactant 4

HCID 660963-(Trifluoromethoxy)benzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 21922924N-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amine

Product 1

HCID 21923056HCID 21923056, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

280 mg of the product obtained in Stage 1 of Example 7, 203 mg of 1-hydroxybenzotriazole hydrate, 287 mg of 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride in 4 ml of dichloromethane are mixed together, 230 mg of 3-trifluoromethoxy benzoic acid is added and agitation is carried out for 4 hours and 30 minutes at ambient temperature. Water is added, followed by extracting with methylene chloride, drying, evaporating the solvents, recrystallizing from ether, separating, drying and 326 mg of expected product is collected.

Workup

  1. extractionby extracting with methylene chloride
  2. customdrying
  3. customevaporating the solvents
  4. customrecrystallizing from ether
  5. customseparating
  6. customdrying
  7. custom326 mg of expected product is collected

Sources & evidence

ORD record
ord-a0ecef9bca564602a4daeb37e27c4001
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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