The scope of amide-forming reactions of carboxylic acids 5 with amines 6.

Entry	Chlorotriazine	Carboxylic acid 5	Amine 6	Amide 7	Time	Yielda (%)
1	2A	5a	6a	7a	40 min	91 (83)
2	CDMT				40 min	86
3	2A	5a	H2N–Ph 6b		30 min	91 (90)
4	2D				20 min	91
5	CDMT				30 min	65
6	2A	5a			2 h	92 (90)
7	2D				2 h	71
8	2D				7 h	93
9	CDMT				2 h	34
10	2A	iPr–CO2H 5b	H2N–iPr 6d		5 h	91 (69)
11	CDMT				5 h	82
12	2A	t Bu–CO2H 5c	6a		5 h	78 (63)
13	CDMT				5 h	79
14b	2A	5c	6d		24 h	77 (75)
15b	CDMT				24 h	84
16b	2A	5c	6b		8 h	69 (60)
17b	CDMT				8 h	25
18	2A		6a		5 h	96 (94c)
19	CDMT				5 h	86
20d	2A	Boc-Leu-OH 5e	H-Phe-OMe 6e	Boc-Leu-Phe-OMe 7i	1 h	94 (90)

^aNMR yields. Isolated yields are given in the parentheses.

^bReaction time of the first step was 15 min.

^cThe desired product was isolated in 81% yield only by extraction and recrystallization without column chromatography.

^dBoc-Leu-OH (1.0 eq.), 2A (1.05 eq.), NMM (1.2 eq.), H-Phe-OMe·HCl (1.2 eq.), and EtNⁱPr₂ (1.2 eq.) were used.