3-Aminoazetidine, 3-BOC protected → 4'-(3-aminoazetidin-1-yl)-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine

HRID 2059755Notes

Reaction equation

HRID 2059755 reaction equation
[NH:1]1[CH2:4][CH:3]([NH:5]C(=O)OC(C)(C)C)[CH2:2]1.CC1C=CC(S(O[C:24]2[C:33]3[CH2:32][CH2:31][CH2:30][C:29]4([CH2:37][CH2:36][CH2:35][CH2:34]4)[C:28]=3[N:27]=[C:26]([NH2:38])[N:25]=2)(=O)=O)=CC=1>>[NH2:5][CH:3]1[CH2:2][N:1]([C:24]2[C:33]3[CH2:32][CH2:31][CH2:30][C:29]4([CH2:37][CH2:36][CH2:35][CH2:34]4)[C:28]=3[N:27]=[C:26]([NH2:38])[N:25]=2)[CH2:4]1

Participants

3

Reactant 2

HCID 15194053-Aminoazetidine, 3-BOC protectedHCID 866343332'-amino-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-4'-yl 4-methylbenzenesulfonate

Product 1

HCID 442316224'-(3-aminoazetidin-1-yl)-6',7'-dihydro-5'H-spiro[cyclopentane-1,8'-quinazolin]-2'-amine

Procedure

The title compound was prepared according to the procedures of Examples 1G and 1H, substituting tert-butyl azetidin-3-ylcarbamate for the product from Example 1D. 1H NMR (300 MHz, CDCl3) δ 4.49 (br, 2H), 3.33 (m, 4H), 2.38-2.52 (m, 3H), 2.02-2.22 (m, 4H), 1.79-1.93 (m, 2H), 1.53-1.68 (m, 6H). MS (DCI+) m/z 274 (M+H).

Sources & evidence

ORD record
ord-9a3e9255b18f46efa0612fdeb38fc978
Source dataset
uspto-grants-2012_10
Patent number
US08278313B2

Reaction notes

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