Diisopropylethylamine → HCID 66779283, compound

HRID 1470390Notes

Reaction equation

HRID 1470390 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[O:19][C:18]3[C:13](=[N:14][CH:15]=[CH:16][C:17]=3[C:20]3[C:21]([CH3:27])=[C:22]([CH:24]=[CH:25][CH:26]=3)[NH2:23])[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[S:28]1[C:32]2[CH2:33][CH2:34][CH2:35][CH2:36][C:31]=2[CH:30]=[C:29]1[C:37](Cl)=[O:38].C(N(C(C)C)C(C)C)C>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[O:19][C:18]3[C:13](=[N:14][CH:15]=[CH:16][C:17]=3[C:20]3[C:21]([CH3:27])=[C:22]([NH:23][C:37]([C:29]4[S:28][C:32]5[CH2:33][CH2:34][CH2:35][CH2:36][C:31]=5[CH:30]=4)=[O:38])[CH:24]=[CH:25][CH:26]=3)[CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 64853624,5,6,7-Tetrahydro-benzo[b]thiophene-2-carbonyl chlorideHCID 66779773HCID 66779773, compound

Product 1

HCID 66779283HCID 66779283, compound

Procedure

The compound was synthesized according to the procedure L with 3-[2-(3,4-dimethoxyphenyl)furo[3,2-b]pyridin-7-yl]-2-methylaniline (40.00 mg, 0.11 mmol) and 4,5,6,7-tetrahydro-1-benzothiophene-2-carbonyl chloride (24.5 mg, 0.12 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.03 ml, 0.17 mmol). The title compound was obtained as a yellow solid (32 mg, 55%). HPLC (method F): 96%, RT=4.512 min. 1H NMR (DMSO-d6) δ [ppm] 9.95 (s, 1H), 8.53 (d, 1H), 7.63 (d, 2H), 7.45-7.27 (m, 6H), 7.03 (d, 1H), 3.83 (s, 3H), 3.76 (s, 3H), 2.70 (s, 2H), 2.55 (m, 2H), 2.05 (s, 3H), 1.72-1.69 (m, 4H). MS: m/z=525 [M+H]+, RT=4.50 min.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-7a4f87835bf94ea7a2c65b1b97a255e2
Source dataset
uspto-grants-2015_04
Patent number
US09006440B2

Reaction notes

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