Table 1. Reaction Conditions and Amination Reagent Optimization^a.

entry	R1–6 [equiv]	additive [1.0 equiv]	temp [°C]	yieldb [%]
1	R1 [1.5]		0–85	54, 53,e 44f
2c	R1 [1.5]		0–85	17
3	R1 [1.5]		0–110	49
4	R1 [1.5]		0–50	41
5	R1 [1.1]		0–85	47
6	R1 [1.7]		0–85	48
7d	R1 [1.5]		0–85	48
8	R1 [1.5]	H2O	0–85	51
9	R1 [1.5]	AcOH	0–85	51
10	R1 [1.5]	AcONa	0–85	53
11	R1 [1.5]	K2CO3	0–85	56
12	R1 [1.5]	DIPEA	0–85	46
13	R2 [1.5]		0–85	23e
14	R3 [1.5]		0–85	41e
15	R4 [1.5]		0–85	0e
16	R5 [1.5]		0–85	0e
17	R6g [1.5]		0–85	53e

^aReactions were carried out using a (0.2 mmol, 1.0 equiv), 1 (0.22 mmol, 1.1 equiv), R1–6 (1.1–1.7 equiv), and DMF (1.0 mL, 0.2 M) at a given temperature under air.

^bGC yield.

^c1 was added after the mixture was heated to 80 °C.

^d0.3 mmol (1.5 equiv) of 1 was added.

^eNMR yield.

^fIsolated yield.

^gWet R6 was used.