Chlorosulfonyl isocyanate → HCID 11166838, compound

HRID 2252543Notes

Reaction equation

[CH3:1][C:2]1([C:26]2[S:27][CH:28]=[CH:29][N:30]=2)[C:8]2[CH:9]=[C:10]([C:13]3[N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH:15]=[CH:16][CH:17]=3)[CH:11]=[CH:12][C:7]=2[NH:6][C:5](=[O:25])[CH2:4][O:3]1.ClS([N:35]=[C:36]=O)(=O)=O>>[C:36]([C:15]1[N:14]([C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])[C:13]([C:10]2[CH:11]=[CH:12][C:7]3[NH:6][C:5](=[O:25])[CH2:4][O:3][C:2]([CH3:1])([C:26]4[S:27][CH:28]=[CH:29][N:30]=4)[C:8]=3[CH:9]=2)=[CH:17][CH:16]=1)#[N:35]

Participants

Reactant 2

HCID 70918Chlorosulfonyl isocyanate

HCID 68866077HCID 68866077, compound

Product 1

HCID 11166838HCID 11166838, compound

Procedure

tert-Butyl 2-cyano-5-[5-methyl-2-oxo-5-(1,3-thiazol-2-yl)-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-1-carboxylate was prepared from tert-butyl 2-[5-methyl-2-oxo-5-(1,3-thiazol-2-yl)-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-1-carboxylate and chlorosulfonyl isocyanate generally according to the procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.22 (s, 1H), 7.73 (d, J=3.2 Hz, 1H), 7.71 (d, J=3.1 Hz, 1H), 7.39(d, J=2.3 Hz, 1H), 7.32 (dd, J=8.1, 2.3 Hz, 1H), 7.19 (d, J=4.1 Hz, 1H), 7.14, (d, J=8.3 Hz, 1H), 6.42 (d, J=4.2 Hz, 1H), 4.42 (d, J=15.0 Hz, 1H), 4.25 (d, J=14.9 Hz, 1H), 2.02 (s, 3H), 1.3 (s, 9H). MS (ES) m/z 449 ([M−H]−, 100%).

Sources & evidence

ORD record: ord-7f357e80d9824aa395b41883c6da9235
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07323455B2

Reaction notes

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