HCID 4616003, compound → 2-(2-Butyl-3-oxo-2,3-dihydro-1H-isoindol-1-yloxy)-N-thiazol-2-yl-acetamide

HRID 492243Notes

Reaction equation

HRID 492243 reaction equation
[OH:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][C:13]1SC=[CH:16][CH:17]=1.[O:18]=[C:19]1[C:27]2C(=CC=CC=2)[CH:21]([S:28][CH2:29][C:30]([NH:32]C2N=CC=CN=2)=O)[N:20]1CC1SC=CC=1>>[CH2:12]([N:3]1[C:4](=[O:11])[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:2]1[O:1][CH2:27][C:19]([NH:20][C:21]1[S:28][CH:29]=[CH:30][N:32]=1)=[O:18])[CH2:13][CH2:17][CH3:16]

Participants

3

Reactant 2

HCID 4616003HCID 4616003, compoundHCID 166597422-(3-Oxo-2-thiophen-2-ylmethyl-2,3-dihydro-1H-isoindol-1-ylsulfanyl)-N-pyrimidin-2-yl-acetamide

Product 1

HCID 166605722-(2-Butyl-3-oxo-2,3-dihydro-1H-isoindol-1-yloxy)-N-thiazol-2-yl-acetamide

Procedure

Compound 53 was prepared using the synthetic sequence in a manner analogous to the method described for the conversion of compound 12 to compound 16 and illustrated in Scheme 1b. 1H NMR (400 MHz, CDCl3): δ 11.56 (s, 1H), 7.76 (d, J=7 Hz, 1H), 7.60 (d, J=7 Hz, 1H), 7.44 (t, J=7 Hz, 1H), 7.36 (t, J=7 Hz, 1H), 7.07 (d, J=3 Hz, 1H), 6.93 (d, J=3 Hz, 1H), 5.63 (s, 1H), 3.93 (m, 1H), 3.37 (m, 1H), 2.97 (s, 2H), 1.60 (m, 2H), 1.36 (m, 2H), 0.93 (t, J=7 Hz, 3H). MS: m/z (MH+) 362.

Sources & evidence

ORD record
ord-3e82aee711f54be1b7a24e3750ca780c
Source dataset
uspto-grants-2009_05
Patent number
US07531671B2

Reaction notes

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