Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 22439243, 화합물

HRID 963104

반응식

HRID 963104 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[CH:8]=[CH:9]/[C:10]([OH:12])=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:35][CH2:36][C:37]1[N:41]([C:42]2[S:43][C:44]([CH2:56][CH3:57])=[CH:45][C:46]=2[C:47](=[O:55])[C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=2[Cl:54])[C:40]([CH3:58])=[N:39][N:38]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(N(CC)CC)C>[Cl:54][C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][C:48]=1[C:47]([C:46]1[CH:45]=[C:44]([CH2:56][CH3:57])[S:43][C:42]=1[N:41]1[C:40]([CH3:58])=[N:39][N:38]=[C:37]1[CH2:36][NH:35][C:10](=[O:12])/[CH:9]=[CH:8]/[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[OH:1])=[O:55]

참가 물질

5

반응물 3

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 637540O-Coumaric AcidHCID 190850953-Aminomethyl-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazole ditosylate

생성물 1

HCID 22439243HCID 22439243, 화합물수율 17.8%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Reaction was carried out in the same manner as in Example 186 using trans-3-(2-hydroxyphenyl)propenoic acid (1.64 g), 3-aminomethyl-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazole di-p-toluenesulfonate (7.42 g), triethylamine (5.6 ml) and 1-benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate (Bop reagent, 4.42 g), and the obtained product was purified by silica gel column chromatography using a mixed solvent of ethyl acetate and methanol as an eluent to give 0.90 g of trans-N-(4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)-5-methyl[1,2,4]triazol-3-ylmethyl)-3-(2-hydroxyphenyl)propenamide. NMR (270 MHz, CDCl3):1.17(3H,t,J=7.6 Hz), 2.21(3H,s), 2.78(2H,q, J=7.6 Hz), 4.33(1H,dd,J=4.3 Hz,15.5 Hz), 4.51(1H,dd,J=6.3 Hz,15.5 Hz), 6.60(1H,d,J=16.8 Hz), 6.75-6.90(3H), 7.18(1H,m), 7.35-7.65(6H), 8.52(1H,m), 10.01(1H,s)

후처리

  1. customReaction
  2. customthe obtained product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-9f22a6f777d64a798fae97868a975533
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05760032

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