Sodium Hydroxide → 5,6-Diamino-3,3-dimethyl-1-pent-2-ynyl-1,3-dihydro-indol-2-one

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Reaction Steps

To a solution of A7 (0.87 g) in THF (17 ml) is added a solution of SnCl2 dihydrate (2.73 g; 12.1 mmol) in hydrochloric acid (50 ml; 1 N) dropwise. The reaction mixture is stirred at RT for 3 h. After completion 1 N NaOH (until pH 12) is added and the mixture is extracted with CH2Cl2 (2×75 ml). The combined organic layer is washed with brine, dried over MgSO4 and evaporated to give 5,6-diamino-3,3-dimethyl-1-pent-2-ynyl-1,3-dihydro-indol-2-one (0.51 g) which is used without further purification.

Provenance & Evidence