Morpholine → HCID 25159780, compound

HRID 2198263Notes

Reaction equation

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

Participants

Reactant 2

HCID 8083Morpholine

HCID 68725248HCID 68725248, compound

Product 1

HCID 25159780HCID 25159780, compound

Procedure

The title compound was prepared from 2-[(hexahydro-2,5-methano-pentalene-3a-carbonyl)-amino]-4,7-dihydro-5H-thieno[2,3-c]pyran-3-carboxylic acid (Example 167B) and morpholine according to the procedure described for Example 166C. 1H NMR (dimethylsulfoxide-d6) δ 1.58-1.62 (m, 4H), 1.75-1.81 (m, 2H), 1.88-1.97 (m, 4H), 2.29 (br s, 2H), 2.66 (t, J=7.0 Hz, 1H), 3.29-3.31 (m, 2H), 3.41 (br s, 4H), 3.71 (br s, 4H), 3.83 (t, J=5.6 Hz, 2H), 4.64 (br s, 2H), 9.74 (br s, 1H). MS (ESI+) m/z 417.2 (M+H)+. Anal. calcd. for C22H28N2O4S: C, 63.44; H, 6.78; N, 7.21. Found: C, 63.29; H, 6.77; N, 6.65.

Sources & evidence

ORD record: ord-6a4815a768504082916e782c51c58286
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08338623B2

Reaction notes

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