Hydrochloric Acid → HCID 178525762, compound

HRID 1852539Notes

Reaction equation

HRID 1852539 reaction equation
[OH-].[Na+].C[O:4][C:5]([CH:7]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]2[N:19]=[C:18]([N:20]3[C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[N:22]=[N:21]3)[C:17]([Cl:29])=[CH:16][N:15]=2)[CH2:9][CH2:8]1)=[O:6].Cl>C1COCC1.O>[N:20]1([C:18]2[C:17]([Cl:29])=[CH:16][N:15]=[C:14]([NH:13][C@H:10]3[CH2:9][CH2:8][C@H:7]([C:5]([OH:6])=[O:4])[CH2:12][CH2:11]3)[N:19]=2)[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[N:22]=[N:21]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59718955HCID 59718955, compound

Product 1

HCID 178525762HCID 178525762, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

An aqueous solution of NaOH (2 M, 10 mL) was added to a colorless solution of 4-(4-benzotriazol-1-yl-5-chloro-pyrimidin-2-ylamino)-cyclohexanecarboxylic acid methyl ester (482 mg, 1.25 mmol) in THF (10 mL) at RT. The reaction mixture was stirred at RT overnight; it was then diluted with water (15 mL) and acidified until pH 3 by addition of HCl (2 M). The white precipitate formed was collected by filtration, washed with water and air dried to give 435 mg (85% yield) of trans-4-(4-benzotriazol-1-yl-5-chloro-pyrimidin-2-ylamino)-cyclohexane-carboxylic acid as a white solid. MS: 373.12 (M+1)+, 345.15 ((M+1)+−28).

Workup

  1. customThe white precipitate formed
  2. filtrationwas collected by filtration
  3. washwashed with water and air
  4. customdried

Sources & evidence

ORD record
ord-58e249d0ba594354a3a1fdfbf5dce891
Source dataset
uspto-grants-2015_02
Patent number
US08962622B2

Reaction notes

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