Hydrochloric Acid → HCID 86603183, compound

HRID 1818958Notes

Reaction equation

HRID 1818958 reaction equation
C([O:3][C:4]([C:6]1[S:14][C:13]2[C:12]([NH:15][CH2:16][CH2:17][C:18]3[S:22][C:21]([NH:23][C:24]([NH:26][C:27]4[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=4)=[O:25])=[N:20][CH:19]=3)=[N:11][CH:10]=[N:9][C:8]=2[CH:7]=1)=[O:5])C.O[Li].O.Cl>C1COCC1.O>[F:36][C:33]([F:34])([F:35])[C:29]1[CH:28]=[C:27]([NH:26][C:24](=[O:25])[NH:23][C:21]2[S:22][C:18]([CH2:17][CH2:16][NH:15][C:12]3[C:13]4[S:14][C:6]([C:4]([OH:5])=[O:3])=[CH:7][C:8]=4[N:9]=[CH:10][N:11]=3)=[CH:19][N:20]=2)[CH:32]=[CH:31][CH:30]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 86603184HCID 86603184, compound

Product 1

HCID 86603183HCID 86603183, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of compound 66.1 (2 mmol) and LiOH.H2O (4 mmol) in THF (20 mL) and H2O (5 mL) was stirred at room temperature for 2 hours and then neutralized with 1.0 N HCl (4 mL). The reaction was concentrated to dryness to give 4-(2-{2-[3-(3-trifluoromethyl-phenyl)-ureido]-thiazol-5-yl}-ethylamino)-thieno[3,2-d]pyrimidine-6-carboxylic acid (compound 66.2) which is used without further purification in the next step.

Workup

  1. concentrationThe reaction was concentrated to dryness

Sources & evidence

ORD record
ord-757742540e18421b843d4564869adf40
Source dataset
uspto-grants-2009_10
Patent number
US07601725B2

Reaction notes

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