Benzoyl chloride → HCID 178520224、化合物

反応式

O1CCCCC1[N:7]1[C:15]2[C:10](=[CH:11][C:12]([C:16]3[N:20]=[CH:19][N:18](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:17]=3)=[CH:13][CH:14]=2)[C:9]([C:40]2[CH:45]=[CH:44][C:43]([NH2:46])=[CH:42][CH:41]=2)=[N:8]1.[C:47](Cl)(=O)[C:48]1C=CC=[CH:50][CH:49]=1.C(N(CC)CC)C.[O:63]1[CH2:67][CH2:66][CH2:65][CH2:64]1>>[NH:18]1[CH:19]=[N:20][C:16]([C:12]2[CH:11]=[C:10]3[C:15](=[CH:14][CH:13]=2)[NH:7][N:8]=[C:9]3[C:40]2[CH:45]=[CH:44][C:43]([NH:46][C:67](=[O:63])[CH2:66][C:65]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:64]=3)=[CH:42][CH:41]=2)=[N:17]1

参加物

反応物 4

HCID 7412Benzoyl chloride

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 224801494-{1-Perhydro-2h-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]1h-indazol-3-yl}phenylamine

生成物 1

HCID 178520224HCID 178520224、化合物収率 5%

実験手順

The title compound was prepared as described in Example 376, using 4-{1-perhydro-2H-pyran-2-yl-5-[1-(triphenylmethyl)(1,2,4-triazol-3-yl)]-1H-indazol-3-yl}phenylamine (0.303 g, 0.50 mmol) in tetrahydrofuran (4.5 mL) was added benzoyl chloride (0.10 mL, 0.76 mmol) and triethylamine (0.35 mL, 2.52 mmol). The final crude product was purified by preparative HPLC (30–80% acetonitrile to H2O, 30 min.) (0.010 g, 5% yield): 1H NMR (DMSO-d6) δ 10.37 (s, 1H), 8.68 (br s, 1H), 8.07 (d, 1H), 7.95 (br s, 2H), 7.80 (d, 2H), 7.69 (br s, 1H), 7.30 (m, 5H), 3.69 (s, 2H); ES-MS (m/z) 395 [M+1]+.

後処理

customThe final crude product was purified by preparative HPLC (30–80% acetonitrile to H2O, 30 min.) (0.010 g, 5% yield)

出典と根拠

ORDレコード: ord-58c0a6f9f4b041c9ac83a4c38c5195ca
出典データセット: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07208513B2

反応ノート

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