(2'R,9S)-7-(4-chlorophenyl)-2'-(methoxymethyl)-4,5,13-trimethylspiro[3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene-9,1'-cyclopropane] → HCID 57405273, compound

HRID 1772365Notes

Reaction equation

HRID 1772365 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:14]3[C:15]([CH3:19])=[C:16]([CH3:18])[S:17][C:13]=3[N:12]3[C:20]([CH3:23])=[N:21][N:22]=[C:11]3[C@@:10]3([CH2:25][C@H:24]3[CH2:26]OC)[N:9]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.ClC1C=CC(C2C3C(C)=C(C)SC=3NC(=O)C3(CCC3)N=2)=CC=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:14]3[C:15]([CH3:19])=[C:16]([CH3:18])[S:17][C:13]=3[N:12]3[C:20]([CH3:23])=[N:21][N:22]=[C:11]3[C:10]3([CH2:25][CH2:26][CH2:24]3)[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 57345408(2'R,9S)-7-(4-chlorophenyl)-2'-(methoxymethyl)-4,5,13-trimethylspiro[3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene-9,1'-cyclopropane]HCID 136338070HCID 136338070, compound

Product 1

HCID 57405273HCID 57405273, compound

Procedure

A procedure analogous to that set forth in the synthesis of Compound 202 (Step 6) was followed, with the exception that 5′-(4-chlorophenyl)-6′,7′-dimethylspiro[cyclobutane-1,3′-thieno[2,3-e][1,4]diazepin]-2′(1′H)-one 2,2,2-trifluoroacetate was used as starting material. LRMS (M+H)+: 383 m/z. 1H NMR (400 MHz, DMSO-d6) δ7.50 (s, 4H), 3.28-3.39 (m, 1H), 2.73-2.87 (m, 1H), 2.60 (s, 3H), 2.39 (s, 3H), 1.89-1.98 (m, 1H), 1.78-1.88 (m, 1H), 1.64-1.74 (m, 2H), 1.61 (s, 3H).

Sources & evidence

ORD record
ord-c192ffbf326a49ae979b68c513ee7772
Source dataset
uspto-grants-2016_02
Patent number
US09249161B2

Reaction notes

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