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N-Iodosuccinimide → 7-{(E)-2-[2-(Cyclopropylmethoxy)-3-methoxyphenyl]vinyl}-6-iodo-2-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

HRID 1642395
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HRID 1642395 반응식
[CH:1]1([CH2:4][O:5][C:6]2[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:7]=2/[CH:14]=[CH:15]/[C:16]2[N:17]=[C:18]3[S:25][C:24]([CH3:26])=[CH:23][N:19]3[C:20](=[O:22])[CH:21]=2)[CH2:3][CH2:2]1.[I:27]N1C(=O)CCC1=O.C1(COC2C(OC)=CC=CC=2/C=C/C2N=C3SC=CN3C(=O)C=2I)CC1>C(#N)C>[CH:1]1([CH2:4][O:5][C:6]2[C:11]([O:12][CH3:13])=[CH:10][CH:9]=[CH:8][C:7]=2/[CH:14]=[CH:15]/[C:16]2[N:17]=[C:18]3[S:25][C:24]([CH3:26])=[CH:23][N:19]3[C:20](=[O:22])[C:21]=2[I:27])[CH2:3][CH2:2]1
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참가 물질

5

반응물 3

HCID 120273N-IodosuccinimideHCID 66753592HCID 66753592, 화합물HCID 667538397-{(E)-2-[2-(Cyclopropylmethoxy)-3-methoxyphenyl]vinyl}-2-methyl-5H-[1,3]-thiazolo[3,2-a]pyrimidin-5-one

생성물 1

HCID 667532927-{(E)-2-[2-(Cyclopropylmethoxy)-3-methoxyphenyl]vinyl}-6-iodo-2-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

실험 절차

To a solution of Step 3 intermediate (700 mg, 1.810 mmol) in acetonitrile (10 ml) was added N-iodosuccinimide (641 mg, 2.841 mmol) and reacted according to the procedure described in Step 4, Intermediate 2 to afford 600 mg of the desired compound; 1H NMR (300 MHz, CDCl3) δ 0.31-0.33 (m, 2H), 0.53-0.56 (m, 2H), 1.22 (br s, 1H), 2.43 (s, 3H), 3.76-3.81 (m, 2H), 3.81 (s, 3H), 7.05-7.11 (m, 2H), 7.25-7.28 (m, 1H), 7.51 (d, J=15.6 Hz, 1H), 7.80 (s, 1H), 8.14 (d, J=15.6 Hz, 1H); ESI-MS (m/z) 495.10 (M+H)+.

후처리

  1. customreacted

출처 및 근거

ORD 기록
ord-fabea596fbc94449bd6a2cba94f03d43
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08119647B2

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