Hydrochloric Acid → HCID 67775376, compound

HRID 511652Notes

Reaction equation

HRID 511652 reaction equation
O.[OH-].[Li+].[CH:4]1([CH2:7][N:8]([CH2:20][C@@H:21]2[C@@H:28]3[C@@H:24]([O:25][C:26]([CH3:30])([CH3:29])[O:27]3)[C@H:23]([N:31]3[C:35]4[N:36]=[CH:37][N:38]=[C:39]([NH:40][CH2:41][C:42]5[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][C:43]=5[O:50][CH3:51])[C:34]=4[CH:33]=[CH:32]3)[CH2:22]2)[CH:9]2[CH2:12][CH:11]([CH2:13][CH2:14][C:15]([O:17]CC)=[O:16])[CH2:10]2)[CH2:6][CH2:5]1.Cl>O1CCCC1.CO>[CH:4]1([CH2:7][N:8]([CH2:20][C@@H:21]2[C@@H:28]3[C@@H:24]([O:25][C:26]([CH3:30])([CH3:29])[O:27]3)[C@H:23]([N:31]3[C:35]4[N:36]=[CH:37][N:38]=[C:39]([NH:40][CH2:41][C:42]5[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][C:43]=5[O:50][CH3:51])[C:34]=4[CH:33]=[CH:32]3)[CH2:22]2)[CH:9]2[CH2:12][CH:11]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:10]2)[CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 67776387HCID 67776387, compound

Product 1

HCID 67775376HCID 67775376, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide, monohydrate (0.62 g, 15 mmol) added to a solution of ethyl 3-(3-((cyclopropylmethyl)(((3aR,4R,6R,6aS)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methyl)amino)cyclobutyl)propanoate (0.98 g, 1.5 mmol) in Tetrahydrofuran (13 ml) and Methanol (3 ml). The reaction was stirred for 24 hours at RT, acidified with 1 N HCl to pH=6. The volatiles removed in vacuo and remaining water removed by azeotropic distillation with ethanol followed by 18 hours on lyophilizer. The resulting off white solid was used without further purification.

Workup

  1. customThe volatiles removed in vacuo
  2. customremoved by azeotropic distillation with ethanol
  3. waitfollowed by 18 hours on lyophilizer
  4. customThe resulting off white solid was used without further purification

Sources & evidence

ORD record
ord-11e54684bb084270bdfef4cae625ef44
Source dataset
uspto-grants-2015_08
Patent number
US09096634B2

Reaction notes

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