(Bromomethyl)cyclobutane → HCID 131724540, compound

HRID 1836582Notes

Reaction equation

HRID 1836582 reaction equation
Br[CH2:2][CH:3]1[CH2:6][CH2:5][CH2:4]1.[ClH:7].Cl.[CH:9]1[CH:18]=[CH:17][C:16]2[CH2:19][CH2:20][CH2:21][N:14]3[C:15]=2[C:10]=1[C@H:11]1[CH2:24][NH:23][CH2:22][C@H:12]1[CH2:13]3>>[ClH:7].[ClH:7].[CH:3]1([CH2:2][N:23]2[CH2:24][C@H:11]3[C@H:12]([CH2:13][N:14]4[CH2:21][CH2:20][CH2:19][C:16]5[CH:17]=[CH:18][CH:9]=[C:10]3[C:15]4=5)[CH2:22]2)[CH2:6][CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 2734658(Bromomethyl)cyclobutaneHCID 131724533HCID 131724533, compound

Product 1

HCID 131724540HCID 131724540, compound

Procedure

Using bromomethylcyclobutane and following the procedures described in EXAMPLE 104, (±)-cis-5,6,8,8a,9,10,11,11a-octahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline free base from EXAMPLE 11 was converted into the title compound of EXAMPLE 105 as an off-white powder. 1H NMR (dmso-D6) δ: 11.10 (broad s, 1H), 6.90-6.78 (m, 2H), 6.65-6.55 (m, 1H), 3.90-3.80 (m, 1H), 3.79-3.70 (m, 1H), 3.60-3.30 (m, 3H), 3.20-2.95 (m, 4H), 2.90-2.65 (m, 5H), 2.08-1.98 (m, 2H), 1.95-1.70 (m, 7H). LRMS (ES)+: 283.2 (M+H)+.

Sources & evidence

ORD record
ord-374485029ca5450da21626ee18c265ef
Source dataset
uspto-grants-2004_08
Patent number
US06777406B2

Reaction notes

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