Hydrochloric Acid → HCID 58413071, compound

HRID 240658Notes

Reaction equation

HRID 240658 reaction equation
[O:1]1[CH2:5][CH2:4][C@@H:3]([O:6][C:7]2[C:12]([NH2:13])=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:2]1.[CH3:14][O:15][C:16]([C:18]1[S:27][C:21]2[N:22]=[CH:23][N:24]=[C:25](Cl)[C:20]=2[C:19]=1[CH3:28])=[O:17].Cl>O1CCOCC1>[CH3:14][O:15][C:16]([C:18]1[S:27][C:21]2[N:22]=[CH:23][N:24]=[C:25]([NH:13][C:12]3[C:7]([O:6][C@@H:3]4[CH2:4][CH2:5][O:1][CH2:2]4)=[N:8][CH:9]=[CH:10][CH:11]=3)[C:20]=2[C:19]=1[CH3:28])=[O:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2759834Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylateHCID 58413137HCID 58413137, compound

Product 1

HCID 58413071HCID 58413071, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 166 mg (0.92 mmol) 2-[(R)-(tetrahydro-furan-3-yl)oxy]-pyridin-3-ylamine, 364 mg (1.5 mmol) 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylic acid methyl ester and 39 μl hydrochloric acid (4M in dioxane) and 30 ml dioxane was stirred at 100° C. for 1.5 days. The reaction mixture was concentrated and used for the next synthesis step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customused for the next synthesis step without further purification

Sources & evidence

ORD record
ord-213afd55d29f4c8083c0e3427fcd0bd1
Source dataset
uspto-grants-2014_02
Patent number
US08648068B2

Reaction notes

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