Iodoethane → HCID 60139853, compound

HRID 270506Notes

Reaction equation

HRID 270506 reaction equation
[CH2:1](I)C.[NH2:4][CH2:5][CH2:6][CH2:7][C@:8]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:12]([C:13](=[O:18])[C@@H:14]([O:16][CH3:17])[CH3:15])[N:11]=[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[S:9]1>>[NH2:4][CH2:5][CH2:6][CH2:7][C@:8]1([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:12]([C:13](=[O:18])[C@@H:14]([O:16][CH2:17][CH3:1])[CH3:15])[N:11]=[C:10]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([F:25])[CH:20]=2)[S:9]1

Participants

3

Reactant 2

HCID 6340IodoethaneHCID 60139796HCID 60139796, compound

Product 1

HCID 60139853HCID 60139853, compound

Procedure

Prepared as described in Example 64 using ethyl iodide in place of methyl iodide. MS (+) m/z 416 (M+1) detected; 1H NMR (400 MHz, 10:1 CDCl3:CD3OD) δ 7.39 (m, 7H), 7.30 (m 1H), 7.20 (m, 1H), 4.85 (br q, 1H, J=6.3 Hz), 3.68-3.53 (m, 2H), 3.27 (m, 1H), 3.11 (m, 2H), 2.58 (m, 1H), 2.21 (m, 1H), 1.72 (m, 1H), 1.47 (d, 3H, J=6.3 Hz), 1.24 (m, 3H). Stereochemistry was assigned by inference from (S)-1-((S)-2-(3-aminopropyl)-5-(3-fluorophenyl)-2-phenyl-1,3,4-thiadiazol-3 (2H)-yl)-2-methoxypropan-1-one.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b16e757e29a64480a20c9b0a3d914d2a
Source dataset
uspto-grants-2008_11
Patent number
US07449486B2

Reaction notes

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