3-Chlorobenzoic Acid → HCID 21922926, compound

HRID 1244970Notes

Reaction equation

HRID 1244970 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=O.O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[NH2:34][CH2:35][CH2:36][NH:37][C:38]1[N:46]=[C:45]([Cl:47])[N:44]=[C:43]2[C:39]=1[N:40]=[CH:41][N:42]2[CH:48]1[CH2:52][CH2:51][CH2:50][CH2:49]1>ClCCl.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:34][CH2:35][CH2:36][NH:37][C:38]1[N:46]=[C:45]([Cl:47])[N:44]=[C:43]2[C:39]=1[N:40]=[CH:41][N:42]2[CH:48]1[CH2:52][CH2:51][CH2:50][CH2:49]1)=[O:7]

Participants

7

Reactant 4

HCID 4473-Chlorobenzoic 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 21922926HCID 21922926, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

190 mg of 3-chlorobenzoic acid, 205 mg of 1-hydroxybenzotriazole hydrate, 287 mg of 1-(3dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride in 4 ml of dichloromethane are mixed together, 280 mg of the product obtained in Stage 1 of Example 7 is added and the reaction medium is agitated for 5 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 334 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. custom334 mg of expected product is collected

Sources & evidence

ORD record
ord-ab84a198b65f4adf9eda25e51b47b1a0
Source dataset
uspto-grants-2006_10
Patent number
US07122669B1

Reaction notes

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