HCID 4616003, compound → 2-(3-Oxo-2-thiophen-2-ylmethyl-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-N-pyrazin-2-yl-acetamide

HRID 2078482Notes

Reaction equation

HRID 2078482 reaction equation
O[CH:2]1C2C(=CC=CC=2)C(=O)[N:3]1CC1SC=CC=1.[O:18]=[C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]([S:28][CH2:29][C:30]([NH:32][C:33]2S[CH:35]=[CH:36][N:37]=2)=[O:31])[N:20]1[CH2:38][C:39]1[S:40][CH:41]=[CH:42][CH:43]=1>>[O:18]=[C:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]([S:28][CH2:29][C:30]([NH:32][C:33]2[CH:2]=[N:3][CH:35]=[CH:36][N:37]=2)=[O:31])[N:20]1[CH2:38][C:39]1[S:40][CH:41]=[CH:42][CH:43]=1

Participants

3

Reactant 2

HCID 4616003HCID 4616003, compoundHCID 166597412-(3-Oxo-2-thiophen-2-ylmethyl-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-N-thiazol-2-yl-acetamide

Product 1

HCID 166599072-(3-Oxo-2-thiophen-2-ylmethyl-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-N-pyrazin-2-yl-acetamide

Procedure

Compound 31 was prepared using the synthetic sequence in a manner analogous to the method described for the conversion of compound 12 to compound 14 and illustrated in Scheme 1b. 1H NMR (300 MHz, DMSO): δ 10.65 (s, 1H), 9.12 (s, 1H), 8.34 (s, 2H), 7.70 (d, J=7 Hz, 1H), 7.60 (m, 2H), 7.43 (m, 2H), 7.09 (m, 1H), 6.97 (m, 1H), 5.77 (s, 1H), 5.13 (d, J=15 Hz, 1H), 4.66 (d, J=16 Hz, 1H), 3.10 (d, J=15 Hz, 1H), 2.98 (d, J=15 Hz, 1H).

Sources & evidence

ORD record
ord-2e64de6415d4438f9292366f90e72c46
Source dataset
uspto-grants-2011_04
Patent number
US07928246B2

Reaction notes

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