Lithium hydroxide, monohydrate → HCID 59174848, compound

HRID 1177649Notes

Reaction equation

HRID 1177649 reaction equation
[C:1]1([C:7]2([C:10]3[N:15]=[C:14]4[S:16][C:17]([C:19]5[CH:20]=[C:21]6[C:25](=[CH:26][CH:27]=5)[N:24]([CH2:28][CH2:29][CH2:30][C:31]([O:33]C)=[O:32])[CH:23]=[CH:22]6)=[N:18][C:13]4=[CH:12][CH:11]=3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[OH-].[Li+]>C1COCC1>[C:1]1([C:7]2([C:10]3[N:15]=[C:14]4[S:16][C:17]([C:19]5[CH:20]=[C:21]6[C:25](=[CH:26][CH:27]=5)[N:24]([CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])[CH:23]=[CH:22]6)=[N:18][C:13]4=[CH:12][CH:11]=3)[CH2:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 67112035HCID 67112035, compound

Product 1

HCID 59174848HCID 59174848, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 4-(5-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)-1H-indol-1-yl)butanoate (63 mg, 0.135 mmol) was dissolved in THF (1.3 mL) before lithium hydroxide, monohydrate (11 mg, 0.269 mmol) was added and stirred at ambient temperature for 3 h. The reaction mixture was concentrated, acidified with 2 N HCl, filtered, washed with water, and dried in a vacuum oven to give the title compound. MS (ESI) m/z: Calculated: 453.2; Observed: 453.8 (M++H).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated
  3. filtrationfiltered
  4. washwashed with water
  5. customdried in a vacuum oven

Sources & evidence

ORD record
ord-35ebea43ad9b4d6895c40e8506fd22f5
Source dataset
uspto-grants-2010_11
Patent number
US07842685B2

Reaction notes

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