2-(Methylsulfonyl)ethanamine → N-[4-(benzyloxy)phenyl]-6-[4-({[2-(methanesulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine

HRID 2215735Notes

Reaction equation

HRID 2215735 reaction equation
[CH2:1]([O:8][C:9]1[CH:32]=[CH:31][C:12]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]4[O:28][CH:27]=[C:26]([CH:29]=O)[CH:25]=4)[CH:22]=3)[N:17]=[CH:16][N:15]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:33][S:34]([CH2:37][CH2:38][NH2:39])(=[O:36])=[O:35]>>[CH2:1]([O:8][C:9]1[CH:32]=[CH:31][C:12]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([C:24]4[O:28][CH:27]=[C:26]([CH2:29][NH:39][CH2:38][CH2:37][S:34]([CH3:33])(=[O:36])=[O:35])[CH:25]=4)[CH:22]=3)[N:17]=[CH:16][N:15]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 43405612-(Methylsulfonyl)ethanamineHCID 219522755-(4-{4-Benzyloxyanilino}-6-quinazolinyl)-furan-3-carbaldehyde

Product 1

HCID 9828335N-[4-(benzyloxy)phenyl]-6-[4-({[2-(methanesulphonyl)ethyl]amino}methyl)-2-furyl]-4-quinazolinamine

Procedure

Prepared according to Procedure D from 5-(4-{4-benzyloxyanilino}-6-quinazolinyl)-furan-3-carbaldehyde (0.6 equiv) and 2-methanesulphonyl-ethylamine (1 equiv). 1HNMR 400 MHz, d6DMSO 9.51 (bs,2H), 9.11 (s, 1H), 8.79 (s, 1H), 8.29 (d, 1H), 8.06 (s, 1H), 7.90 (d, 1H), 7.60 (d, 2H), 7.5–7.3 (m, 5H), 7.11 (d, 2H), 5.14 (s, 2H), 4.14 (bs, 2H), 3.6–3.5 (m, 3H), 3.12 (s, 3H); MS m/z 529 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-fc204589d30d402a9e8bc62165f9ae35
Source dataset
uspto-grants-2006_09
Patent number
US07109333B2

Reaction notes

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